NO130062B - - Google Patents

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Info

Publication number: NO130062B
Authority: NO; Norway
Prior art keywords: hydrochloride; water; levorotatory; mixture; phenyl
Prior art date: 1969-04-24

Application number

NO01576/70A

Other languages

English (en)

Norwegian (no)

Inventor

F Dewilde

G Frot

Original Assignee

Rhone Poulenc Sa

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.)

1969-04-24

Filing date

1970-04-23

Publication date

1974-07-01

1970-04-23 Application filed by Rhone Poulenc Sa filed Critical Rhone Poulenc Sa

1974-07-01 Publication of NO130062B publication Critical patent/NO130062B/no

Links

VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 35
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
239000000203 mixture Substances 0.000 claims description 14
238000000034 method Methods 0.000 claims description 8
150000003840 hydrochlorides Chemical class 0.000 claims description 3
239000007791 liquid phase Substances 0.000 claims description 2
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
239000000126 substance Substances 0.000 description 6
FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 5
239000000706 filtrate Substances 0.000 description 5
239000002244 precipitate Substances 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
238000003756 stirring Methods 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
239000002253 acid Substances 0.000 description 4
238000004090 dissolution Methods 0.000 description 4
239000000047 product Substances 0.000 description 4
238000000926 separation method Methods 0.000 description 4
229940095064 tartrate Drugs 0.000 description 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
230000002378 acidificating effect Effects 0.000 description 3
230000000507 anthelmentic effect Effects 0.000 description 3
239000000460 chlorine Substances 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
125000005440 p-toluyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C(*)=O)C([H])([H])[H] 0.000 description 3
238000001556 precipitation Methods 0.000 description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
238000001914 filtration Methods 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
239000011975 tartaric acid Substances 0.000 description 2
NSFIAKFOCAEBER-UHFFFAOYSA-N 2,3-dihydroxy-2,3-bis(4-methylphenyl)butanedioic acid Chemical compound C1=CC(C)=CC=C1C(O)(C(O)=O)C(O)(C(O)=O)C1=CC=C(C)C=C1 NSFIAKFOCAEBER-UHFFFAOYSA-N 0.000 description 1
WECIKJKLCDCIMY-UHFFFAOYSA-N 2-chloro-n-(2-cyanoethyl)acetamide Chemical compound ClCC(=O)NCCC#N WECIKJKLCDCIMY-UHFFFAOYSA-N 0.000 description 1
WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
235000016499 Oxalis corniculata Nutrition 0.000 description 1
240000007019 Oxalis corniculata Species 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
150000008043 acidic salts Chemical class 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
MIOPJNTWMNEORI-UHFFFAOYSA-N camphorsulfonic acid Chemical class C1CC2(CS(O)(=O)=O)C(=O)CC1C2(C)C MIOPJNTWMNEORI-UHFFFAOYSA-N 0.000 description 1
150000001721 carbon Chemical group 0.000 description 1
210000004534 cecum Anatomy 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000010908 decantation Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000003344 environmental pollutant Substances 0.000 description 1
238000000605 extraction Methods 0.000 description 1
238000001640 fractional crystallisation Methods 0.000 description 1
235000013922 glutamic acid Nutrition 0.000 description 1
239000004220 glutamic acid Substances 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
238000002955 isolation Methods 0.000 description 1
229940050176 methyl chloride Drugs 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
230000020477 pH reduction Effects 0.000 description 1
231100000719 pollutant Toxicity 0.000 description 1
230000002940 repellent Effects 0.000 description 1
239000005871 repellent Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000010408 sweeping Methods 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Thiazole And Isothizaole Compounds (AREA)
Cephalosporin Compounds (AREA)

NO01576/70A 1969-04-24 1970-04-23 NO130062B (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR6913030A FR2041445A5 (fr)	1969-04-24	1969-04-24

Publications (1)

Publication Number	Publication Date
NO130062B true NO130062B (fr)	1974-07-01

Family

ID=9033017

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO01576/70A NO130062B (fr)	1969-04-24	1970-04-23

Country Status (14)

Country	Link
US (1)	US3646051A (fr)
AT (1)	AT294083B (fr)
BE (1)	BE749442A (fr)
CH (1)	CH504455A (fr)
DK (1)	DK132325C (fr)
ES (1)	ES379008A1 (fr)
FI (1)	FI52095C (fr)
FR (1)	FR2041445A5 (fr)
GB (1)	GB1265765A (fr)
IL (1)	IL34373A (fr)
NL (1)	NL7005495A (fr)
NO (1)	NO130062B (fr)
SE (1)	SE364035B (fr)
ZA (1)	ZA702729B (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN104557979A (zh) *	2013-10-23	2015-04-29	丹阳恒安化学科技研究所有限公司	盐酸左旋咪唑的制备方法

1969
- 1969-04-24 FR FR6913030A patent/FR2041445A5/fr not_active Expired
1970
- 1970-04-14 US US28513A patent/US3646051A/en not_active Expired - Lifetime
- 1970-04-16 NL NL7005495A patent/NL7005495A/xx unknown
- 1970-04-23 IL IL34373A patent/IL34373A/en unknown
- 1970-04-23 SE SE05646/70A patent/SE364035B/xx unknown
- 1970-04-23 DK DK206470A patent/DK132325C/da not_active IP Right Cessation
- 1970-04-23 CH CH612970A patent/CH504455A/fr not_active IP Right Cessation
- 1970-04-23 BE BE749442D patent/BE749442A/fr not_active IP Right Cessation
- 1970-04-23 NO NO01576/70A patent/NO130062B/no unknown
- 1970-04-23 ZA ZA702729A patent/ZA702729B/xx unknown
- 1970-04-23 GB GB1265765D patent/GB1265765A/en not_active Expired
- 1970-04-24 ES ES379008A patent/ES379008A1/es not_active Expired
- 1970-04-24 FI FI701155A patent/FI52095C/fi active
- 1970-04-24 AT AT376770A patent/AT294083B/de active

Also Published As

Publication number	Publication date
DE2020142A1 (de)	1970-10-29
FI52095B (fr)	1977-02-28
ES379008A1 (es)	1972-08-01
BE749442A (fr)	1970-10-23
IL34373A0 (en)	1970-06-17
DE2020142B2 (de)	1977-04-28
NL7005495A (fr)	1970-10-27
AT294083B (de)	1971-11-10
GB1265765A (fr)	1972-03-08
ZA702729B (en)	1971-01-27
SE364035B (fr)	1974-02-11
DK132325B (da)	1975-11-24
US3646051A (en)	1972-02-29
CH504455A (fr)	1971-03-15
FI52095C (fi)	1977-06-10
DK132325C (da)	1976-04-26
IL34373A (en)	1973-04-30
FR2041445A5 (fr)	1971-01-29

Publication	Publication Date	Title
Kornfeld et al.	1949	The structure and chemistry of actidione, an antibiotic from Streptomyces griseus
EP0051301A1 (fr)	1982-05-12	Acides 1-carboxy-azaalcoyl-indoline-2-carboxyliques, procédé pour les préparer, compositions pharmaceutiques les contienant, ainsi que leur application thérapeutique
NO130062B (fr)	1974-07-01
McCasland	1951	N→ O Acyl Migration in Epimeric Acetyl Inosamines1
DE2750376C2 (fr)	1990-09-06
Markowitz	1957	A convenient method for preparation of quaternary ammonium salts
Schmidt et al.	1926	A text-book of organic chemistry
Beyerman et al.	1959	Stereospecific synthesis and optical resolution of 5‐hydroxypipecolic acid
US3381031A (en)	1968-04-30	Resolution of racemic amino acids
Jacobs et al.	1919	Syntheses in the Cinchona Series. II. Quaternary Salts.
US2444002A (en)	1948-06-22	Preparation of heterocyclic compounds
Heyl et al.	1913	Zygadenine. The Crystallin Alkaloid of Zygadenus INTERMEDIUS. 2
Carr et al.	1914	CLI.—The alkaloids of ipecacuanha
DE2020142C3 (de)	1978-01-05	Verfahren zur Trennung von linksdrehendem Isomerem und Raceamt von 6-PhenyI-23,5,6tetrahydro-imidazo [2,1-b] thiazol
Belcher et al.	1953	Some factors influencing the solubilities of amine sulphates
NO914886L (no)	1991-12-12	Chymosinutvinning og -rensing
SU1093249A3 (ru)	1984-05-15	Способ получени производных аповинкаминола или их фармацевтически приемлемых солей
Baker et al.	1962	680. The synthesis of thiazolopyridines and bisthiazolopyridines
JPS6026386B2 (ja)	1985-06-24	新規イソインド−ル化合物
DE2349900A1 (de)	1974-04-18	Neue 4-aether von 3-amino-5-sulfamoylbenzoesaeuren
Lawson	1954	The decarboxylative acylation of succinic acid derivatives. Part I. Benzamidosuccinic acid
SU559917A1 (ru)	1977-05-30	Способ выделени салициловой кислоты
KR800001474B1 (ko)	1980-12-17	2,3-디포스포글리세린산의 유기아민 염류의 제법
US2507829A (en)	1950-05-16	Alkyl-sulfonic acid salts of di
SU591457A1 (ru)	1978-02-05	Способ очистки 3,3-диокси-4,4диаминодифенилметана