CA1072113A - Procede de preparation de derives de l'acide alpha-phenyl-propionique - Google Patents

Procede de preparation de derives de l'acide alpha-phenyl-propionique

Info

Publication number: CA1072113A
Authority: CA; Canada
Prior art keywords: group; tetra; alkyl; methylation; compound
Prior art date: 1975-07-08
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA251,644A

Other languages

English (en)

French (fr)

Inventor

Clarissa Busolo

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Individual

Original Assignee

Individual

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1975-07-08

Filing date

1976-05-03

Publication date

1980-02-19

1976-05-03 Application filed by Individual filed Critical Individual

1980-02-19 Application granted granted Critical

1980-02-19 Publication of CA1072113A publication Critical patent/CA1072113A/fr

Status Expired legal-status Critical Current

Links

238000002360 preparation method Methods 0.000 title claims abstract description 6
238000000034 method Methods 0.000 title claims description 9
YPGCWEMNNLXISK-UHFFFAOYSA-N hydratropic acid Chemical class OC(=O)C(C)C1=CC=CC=C1 YPGCWEMNNLXISK-UHFFFAOYSA-N 0.000 title abstract 2
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 21
239000003054 catalyst Substances 0.000 claims abstract description 10
150000001875 compounds Chemical class 0.000 claims abstract description 8
125000000217 alkyl group Chemical group 0.000 claims abstract description 7
-1 alkylaryl phosphonium Chemical compound 0.000 claims abstract description 6
VUEDNLCYHKSELL-UHFFFAOYSA-N arsonium Chemical class [AsH4+] VUEDNLCYHKSELL-UHFFFAOYSA-N 0.000 claims abstract description 5
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 4
239000012022 methylating agents‎ Substances 0.000 claims abstract 4
125000005497 tetraalkylphosphonium group Chemical group 0.000 claims abstract 4
239000002253 acid Substances 0.000 claims description 17
230000011987 methylation Effects 0.000 claims description 14
238000007069 methylation reaction Methods 0.000 claims description 14
239000003795 chemical substances by application Substances 0.000 claims description 7
150000003839 salts Chemical class 0.000 claims description 5
230000001035 methylating effect Effects 0.000 claims description 3
125000002877 alkyl aryl group Chemical group 0.000 claims description 2
125000003118 aryl group Chemical group 0.000 claims description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
125000005207 tetraalkylammonium group Chemical group 0.000 claims 2
235000021178 picnic Nutrition 0.000 claims 1
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
239000000203 mixture Substances 0.000 description 10
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 7
239000000047 product Substances 0.000 description 7
150000002148 esters Chemical class 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
150000002825 nitriles Chemical class 0.000 description 5
150000002500 ions Chemical class 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
229910052759 nickel Inorganic materials 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
238000013019 agitation Methods 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
150000004702 methyl esters Chemical class 0.000 description 3
239000012071 phase Substances 0.000 description 3
239000011734 sodium Substances 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000002904 solvent Substances 0.000 description 3
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
125000004429 atom Chemical group 0.000 description 2
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
238000000605 extraction Methods 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
230000008018 melting Effects 0.000 description 2
238000002844 melting Methods 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000003507 refrigerant Substances 0.000 description 2
DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 2
239000007787 solid Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
BHMLFPOTZYRDKA-IRXDYDNUSA-N (2s)-2-[(s)-(2-iodophenoxy)-phenylmethyl]morpholine Chemical compound IC1=CC=CC=C1O[C@@H](C=1C=CC=CC=1)[C@H]1OCCNC1 BHMLFPOTZYRDKA-IRXDYDNUSA-N 0.000 description 1
238000005160 1H NMR spectroscopy Methods 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
101150064205 ESR1 gene Proteins 0.000 description 1
241000448472 Gramma Species 0.000 description 1
241000592718 Ibla Species 0.000 description 1
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical class CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
229910000914 Mn alloy Inorganic materials 0.000 description 1
241000353097 Molva molva Species 0.000 description 1
101100161752 Mus musculus Acot11 gene Proteins 0.000 description 1
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
208000037656 Respiratory Sounds Diseases 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000000370 acceptor Substances 0.000 description 1
238000005903 acid hydrolysis reaction Methods 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
239000003513 alkali Substances 0.000 description 1
238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
229910045601 alloy Inorganic materials 0.000 description 1
239000000956 alloy Substances 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000002585 base Substances 0.000 description 1
AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
HQABUPZFAYXKJW-UHFFFAOYSA-O butylazanium Chemical compound CCCC[NH3+] HQABUPZFAYXKJW-UHFFFAOYSA-O 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
230000009089 cytolysis Effects 0.000 description 1
238000006114 decarboxylation reaction Methods 0.000 description 1
125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
235000013601 eggs Nutrition 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
235000019441 ethanol Nutrition 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
229940087654 iron carbonyl Drugs 0.000 description 1
DALUDRGQOYMVLD-UHFFFAOYSA-N iron manganese Chemical compound [Mn].[Fe] DALUDRGQOYMVLD-UHFFFAOYSA-N 0.000 description 1
239000010410 layer Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
239000011572 manganese Substances 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
ZOUWOGOTHLRRLS-UHFFFAOYSA-N palladium;phosphane Chemical class P.[Pd] ZOUWOGOTHLRRLS-UHFFFAOYSA-N 0.000 description 1
WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
239000011148 porous material Substances 0.000 description 1
229940072033 potash Drugs 0.000 description 1
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
235000015320 potassium carbonate Nutrition 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
206010037833 rales Diseases 0.000 description 1
238000010992 reflux Methods 0.000 description 1
238000012958 reprocessing Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
239000012279 sodium borohydride Substances 0.000 description 1
235000017550 sodium carbonate Nutrition 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000005809 transesterification reaction Methods 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA251,644A 1975-07-08 1976-05-03 Procede de preparation de derives de l'acide alpha-phenyl-propionique Expired CA1072113A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IT68770/75A IT1036466B (it)	1975-07-08	1975-07-08	Processo per la preparazione di derivati dell acido alfa fenilpropionico

Publications (1)

Publication Number	Publication Date
CA1072113A true CA1072113A (fr)	1980-02-19

Family

ID=11310531

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA251,644A Expired CA1072113A (fr)	1975-07-08	1976-05-03	Procede de preparation de derives de l'acide alpha-phenyl-propionique

Country Status (12)

Country	Link
JP (1)	JPS5210245A (da)
BE (1)	BE837624A (da)
CA (1)	CA1072113A (da)
DE (1)	DE2626020A1 (da)
DK (1)	DK306676A (da)
ES (1)	ES449613A1 (da)
FI (1)	FI761971A7 (da)
FR (1)	FR2317274A1 (da)
GB (1)	GB1502089A (da)
IT (1)	IT1036466B (da)
NO (1)	NO762399L (da)
SE (1)	SE7607753L (da)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
YU39370B (en) *	1976-10-18	1984-10-31	Lek Tovarna Farmacevtskih	Process for the preparation of 2-(3-benzoylphenyl)-propionic acid

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA1007643A (en) *	1972-10-24	1977-03-29	Janssen Pharmaceutica Naamloze Vennootschap	Aroyl-substituted phenylacetic acid derivatives
IT1049426B (it) *	1975-05-16	1981-01-20	Italfarmaco Spa	Processo per la preparazione di acidi 2 arilpropionici

1975
- 1975-07-08 IT IT68770/75A patent/IT1036466B/it active
1976
- 1976-01-16 BE BE2054763A patent/BE837624A/xx unknown
- 1976-03-03 GB GB8433/76A patent/GB1502089A/en not_active Expired
- 1976-04-26 JP JP51046673A patent/JPS5210245A/ja active Pending
- 1976-05-03 CA CA251,644A patent/CA1072113A/fr not_active Expired
- 1976-06-10 DE DE19762626020 patent/DE2626020A1/de not_active Withdrawn
- 1976-06-24 FR FR7619840A patent/FR2317274A1/fr active Granted
- 1976-07-06 FI FI761971A patent/FI761971A7/fi not_active Application Discontinuation
- 1976-07-07 SE SE7607753A patent/SE7607753L/xx unknown
- 1976-07-07 DK DK306676A patent/DK306676A/da unknown
- 1976-07-07 ES ES449613A patent/ES449613A1/es not_active Expired
- 1976-07-08 NO NO762399A patent/NO762399L/no unknown

Also Published As

Publication number	Publication date
SE7607753L (sv)	1977-01-09
JPS5210245A (en)	1977-01-26
ES449613A1 (es)	1977-07-01
FI761971A7 (da)	1977-01-09
FR2317274B1 (da)	1981-09-18
DE2626020A1 (de)	1977-01-27
GB1502089A (en)	1978-02-22
FR2317274A1 (fr)	1977-02-04
BE837624A (fr)	1976-05-14
IT1036466B (it)	1979-10-30
DK306676A (da)	1977-01-09
NO762399L (da)	1977-01-11

Legal Events

Date	Code	Title	Description
1997-02-19	MKEX	Expiry

Publication	Publication Date	Title
JP2655692B2 (ja)	1997-09-24	スルホンアミドチエニルカルボン酸化合物
EP0094102B1 (fr)	1985-12-27	Nouveaux dérivés de 1-(1-cyclohexénylméthyl) pyrrolidine et leur procédé de préparation
CA1072113A (fr)	1980-02-19	Procede de preparation de derives de l'acide alpha-phenyl-propionique
EP0965588B1 (fr)	2004-03-10	Procédé de préparation de dérivés de la 4-phényl-1,2,3,6-tétrahydropyridine et les produits intermédiaires mis en oeuvre
CA1103683A (fr)	1981-06-23	Procede pour preparation de derives du thiochromane
CH392483A (fr)	1965-05-31	Procédé de préparation de nouveaux esters d'acides 4-halo-3-sulfamoyl-benzoïques
FR2602228A1 (en)	1988-02-05	New phenoxyisobutyric acids, their derivatives and processes for producing them
BE661226A (fr)	1965-09-17	Acides arylacethydroxamiques, amides correspondants et procedes de preparation.
EP0148666B1 (fr)	1987-05-20	Procédé de préparation de l'acide hydroxy-3 méthyl-3 glutarique
EP0059659B1 (fr)	1984-07-04	Nouveaux dérivés de l'acide 4-méthyl 3-formyl pentanoique, leur procédé de préparation et leur application à la préparation de dérivés cycliques
JPH09132561A (ja)	1997-05-20	（２ｒｓ，３ｒｓ）−３−（２′−アミノフエニルチオ）−２−ヒドロキシ−３−（４″−メトキシフエニル）−プロピオン酸メチルエステルの製造法
FR2522648A1 (fr)	1983-09-09	Procede de preparation du compose 1-decyloxy-4-((7-oxa-4-octynyl)-oxy)-benzene
EP1066248B1 (fr)	2003-06-18	Derives de methyl-biphenyle, leur procede de preparation et leur utilisation
BE833266A (fr)	1975-12-31	Procede de preparation d'acides 2-arylpropioniques et acides obtenus
KR860000263B1 (ko)	1986-03-22	아세토니트릴로부터 디-치환된 니트릴 유도체의 제조방법
CH332334A (fr)	1958-08-31	Procédé de fabrication de N-benzhydryl-N'-benzylpipérazines
CH455739A (fr)	1968-05-15	Procédé de préparation de diphénylacétamides
CH617195A5 (en)	1980-05-14	Process for the preparation of 2-(2-thenyl)-1,4,5-trimethyl-1,2,3,6-tetrahydropyridine and use of the latter for the preparation of 2,4,5-trimethylthieno[3,2-f]morphane
MC712A1 (fr)	1969-02-05	Nouveaux composés à fonction amide et préparation de ceux-ci
BE480430A (da)
CH513908A (fr)	1971-10-15	Procédé de préparation de nouveaux dérivés de l'acide 5-thiazole carboxylique
FR2460922A1 (fr)	1981-01-30	Nouveaux acides 2-methoxy-4-nitro-5-alkylsulfonyl benzoiques, leur procedes de preparation et leur utilisation comme intermediaires de synthese de medicaments
BE533436A (da)
CH495936A (fr)	1970-09-15	Procédé de préparation de nouveaux composés aryloxy
BE505305A (da)