SU625609A3 - Способ получени производных 1-трет.алкил (3-)2,5-дигидро5-оксо-3-фуранил-мочевины - Google Patents

Способ получени производных 1-трет.алкил (3-)2,5-дигидро5-оксо-3-фуранил-мочевины

Info

Publication number: SU625609A3
Authority: SU; USSR - Soviet Union
Prior art keywords: methyl; furanone; urea; furanyl; oxo
Prior art date: 1976-03-24

Application number

SU772463803A

Other languages

English (en)

Russian (ru)

Inventor

Эдвард Ольдридж Поль

Original Assignee

Е.И.Дюпон Де Немур Энд Компани, (Фирма)

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.)

1976-03-24

Filing date

1977-03-23

Publication date

1978-09-25

1977-03-23 Application filed by Е.И.Дюпон Де Немур Энд Компани, (Фирма) filed Critical Е.И.Дюпон Де Немур Энд Компани, (Фирма)

1978-09-25 Application granted granted Critical

1978-09-25 Publication of SU625609A3 publication Critical patent/SU625609A3/ru

Links

-1 2,5-dihydro-5-oxo-3-furanyl Chemical group 0.000 title claims 12
238000000034 method Methods 0.000 title claims 7
239000004202 carbamide Substances 0.000 title claims 5
239000000203 mixture Substances 0.000 claims 15
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 12
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 10
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 9
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 9
239000000243 solution Substances 0.000 claims 9
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 8
150000001875 compounds Chemical class 0.000 claims 7
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 6
239000013078 crystal Substances 0.000 claims 6
238000000354 decomposition reaction Methods 0.000 claims 6
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims 5
239000003054 catalyst Substances 0.000 claims 5
229910052739 hydrogen Inorganic materials 0.000 claims 5
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 4
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 4
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims 4
229960000583 acetic acid Drugs 0.000 claims 4
239000012362 glacial acetic acid Substances 0.000 claims 4
239000001257 hydrogen Substances 0.000 claims 4
239000012948 isocyanate Substances 0.000 claims 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
239000003960 organic solvent Substances 0.000 claims 4
HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 claims 4
229940067157 phenylhydrazine Drugs 0.000 claims 4
239000012312 sodium hydride Substances 0.000 claims 4
229910000104 sodium hydride Inorganic materials 0.000 claims 4
MGOLNIXAPIAKFM-UHFFFAOYSA-N 2-isocyanato-2-methylpropane Chemical compound CC(C)(C)N=C=O MGOLNIXAPIAKFM-UHFFFAOYSA-N 0.000 claims 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
125000000217 alkyl group Chemical group 0.000 claims 3
239000000706 filtrate Substances 0.000 claims 3
238000002329 infrared spectrum Methods 0.000 claims 3
229910052759 nickel Inorganic materials 0.000 claims 3
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 claims 3
WQPWMAYLHFRFPP-UHFFFAOYSA-N 2-ethyl-3-(2-phenylhydrazinyl)-2h-furan-5-one Chemical compound CCC1OC(=O)C=C1NNC1=CC=CC=C1 WQPWMAYLHFRFPP-UHFFFAOYSA-N 0.000 claims 2
OPXIGKNSHMVEKG-UHFFFAOYSA-N 2-methyl-3-(2-phenylhydrazinyl)-2h-furan-5-one Chemical compound CC1OC(=O)C=C1NNC1=CC=CC=C1 OPXIGKNSHMVEKG-UHFFFAOYSA-N 0.000 claims 2
LIFKUSYPFYXJOQ-UHFFFAOYSA-N 3-[2-(4-chlorophenyl)hydrazinyl]-4-methyl-2h-furan-5-one Chemical compound C1OC(=O)C(C)=C1NNC1=CC=C(Cl)C=C1 LIFKUSYPFYXJOQ-UHFFFAOYSA-N 0.000 claims 2
IXOOBJLFCYIKSF-UHFFFAOYSA-N 3-amino-2-methyl-2h-furan-5-one Chemical compound CC1OC(=O)C=C1N IXOOBJLFCYIKSF-UHFFFAOYSA-N 0.000 claims 2
SABBJFPNIAIRGR-UHFFFAOYSA-N 3-amino-2h-furan-5-one Chemical class NC1=CC(=O)OC1 SABBJFPNIAIRGR-UHFFFAOYSA-N 0.000 claims 2
VEJKNMIKSYFETD-UHFFFAOYSA-N 4-methyl-3-(2-phenylhydrazinyl)-2h-furan-5-one Chemical compound C1OC(=O)C(C)=C1NNC1=CC=CC=C1 VEJKNMIKSYFETD-UHFFFAOYSA-N 0.000 claims 2
102100035475 Blood vessel epicardial substance Human genes 0.000 claims 2
101001094636 Homo sapiens Blood vessel epicardial substance Proteins 0.000 claims 2
101000608194 Homo sapiens Pyrin domain-containing protein 1 Proteins 0.000 claims 2
101000595404 Homo sapiens Ribonucleases P/MRP protein subunit POP1 Proteins 0.000 claims 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
238000006243 chemical reaction Methods 0.000 claims 2
150000002513 isocyanates Chemical class 0.000 claims 2
239000002244 precipitate Substances 0.000 claims 2
239000000047 product Substances 0.000 claims 2
238000010992 reflux Methods 0.000 claims 2
239000012265 solid product Substances 0.000 claims 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
150000003672 ureas Chemical class 0.000 claims 2
YQVZREHUWCCHHX-UHFFFAOYSA-N (4-chlorophenyl)hydrazine;hydron;chloride Chemical compound Cl.NNC1=CC=C(Cl)C=C1 YQVZREHUWCCHHX-UHFFFAOYSA-N 0.000 claims 1
WZIPUMWSWRFKCE-UHFFFAOYSA-N 1-tert-butyl-1-(2-methyl-5-oxo-2H-furan-3-yl)urea Chemical compound CC1OC(C=C1N(C(=O)N)C(C)(C)C)=O WZIPUMWSWRFKCE-UHFFFAOYSA-N 0.000 claims 1
ZQEHPDDEVPFXCF-UHFFFAOYSA-N 1-tert-butyl-1-(4-methyl-5-oxo-2H-furan-3-yl)urea Chemical compound CC1=C(COC1=O)N(C(=O)N)C(C)(C)C ZQEHPDDEVPFXCF-UHFFFAOYSA-N 0.000 claims 1
BDKLKNJTMLIAFE-UHFFFAOYSA-N 2-(3-fluorophenyl)-1,3-oxazole-4-carbaldehyde Chemical compound FC1=CC=CC(C=2OC=C(C=O)N=2)=C1 BDKLKNJTMLIAFE-UHFFFAOYSA-N 0.000 claims 1
XTCXPTOMXXOPLA-UHFFFAOYSA-N 2-isocyanato-2-methylbutane Chemical compound CCC(C)(C)N=C=O XTCXPTOMXXOPLA-UHFFFAOYSA-N 0.000 claims 1
FOTOFVUOURYGNI-UHFFFAOYSA-N 3-amino-2-ethyl-2h-furan-5-one Chemical compound CCC1OC(=O)C=C1N FOTOFVUOURYGNI-UHFFFAOYSA-N 0.000 claims 1
QJDKEKAREQSWGS-UHFFFAOYSA-N 3-amino-4-methyl-2h-furan-5-one Chemical compound CC1=C(N)COC1=O QJDKEKAREQSWGS-UHFFFAOYSA-N 0.000 claims 1
PRRBQHNMYJRHFW-UHFFFAOYSA-M 3-oxoheptanoate Chemical compound CCCCC(=O)CC([O-])=O PRRBQHNMYJRHFW-UHFFFAOYSA-M 0.000 claims 1
DZMHRWJWFDJBHD-UHFFFAOYSA-N 5-ethyloxolane-2,4-dione Chemical compound CCC1OC(=O)CC1=O DZMHRWJWFDJBHD-UHFFFAOYSA-N 0.000 claims 1
ZIQFRNVCLDSOAB-UHFFFAOYSA-N 5-methyloxolane-2,4-dione Chemical compound CC1OC(=O)CC1=O ZIQFRNVCLDSOAB-UHFFFAOYSA-N 0.000 claims 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 1
150000001412 amines Chemical class 0.000 claims 1
125000004429 atom Chemical group 0.000 claims 1
230000004071 biological effect Effects 0.000 claims 1
230000015572 biosynthetic process Effects 0.000 claims 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
229910052794 bromium Inorganic materials 0.000 claims 1
VIHAEDVKXSOUAT-UHFFFAOYSA-N but-2-en-4-olide Chemical class O=C1OCC=C1 VIHAEDVKXSOUAT-UHFFFAOYSA-N 0.000 claims 1
229910052799 carbon Inorganic materials 0.000 claims 1
230000015556 catabolic process Effects 0.000 claims 1
238000009903 catalytic hydrogenation reaction Methods 0.000 claims 1
UOCJDOLVGGIYIQ-PBFPGSCMSA-N cefatrizine Chemical group S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)[C@H](N)C=2C=CC(O)=CC=2)CC=1CSC=1C=NNN=1 UOCJDOLVGGIYIQ-PBFPGSCMSA-N 0.000 claims 1
238000004587 chromatography analysis Methods 0.000 claims 1
238000001816 cooling Methods 0.000 claims 1
239000012045 crude solution Substances 0.000 claims 1
230000000694 effects Effects 0.000 claims 1
UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical class NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 claims 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
238000001704 evaporation Methods 0.000 claims 1
230000008020 evaporation Effects 0.000 claims 1
238000000605 extraction Methods 0.000 claims 1
238000001914 filtration Methods 0.000 claims 1
IAODRFIZLKITMK-UHFFFAOYSA-N furan-2,3-dione Chemical compound O=C1OC=CC1=O IAODRFIZLKITMK-UHFFFAOYSA-N 0.000 claims 1
OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 1
150000002429 hydrazines Chemical class 0.000 claims 1
150000002431 hydrogen Chemical class 0.000 claims 1
238000005984 hydrogenation reaction Methods 0.000 claims 1
239000005457 ice water Substances 0.000 claims 1
JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 claims 1
229940011051 isopropyl acetate Drugs 0.000 claims 1
GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims 1
239000007788 liquid Substances 0.000 claims 1
HTAPNOLUCXKCTN-UHFFFAOYSA-N lithium;n-propan-2-ylcyclohexanamine Chemical compound [Li].CC(C)NC1CCCCC1 HTAPNOLUCXKCTN-UHFFFAOYSA-N 0.000 claims 1
229910052943 magnesium sulfate Inorganic materials 0.000 claims 1
235000019341 magnesium sulphate Nutrition 0.000 claims 1
239000002480 mineral oil Substances 0.000 claims 1
235000010446 mineral oil Nutrition 0.000 claims 1
230000007935 neutral effect Effects 0.000 claims 1
239000012044 organic layer Substances 0.000 claims 1
JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 claims 1
238000010979 pH adjustment Methods 0.000 claims 1
238000002360 preparation method Methods 0.000 claims 1
150000003839 salts Chemical class 0.000 claims 1
239000000741 silica gel Substances 0.000 claims 1
229910002027 silica gel Inorganic materials 0.000 claims 1
235000017281 sodium acetate Nutrition 0.000 claims 1
229940087562 sodium acetate trihydrate Drugs 0.000 claims 1
239000007787 solid Substances 0.000 claims 1
238000001228 spectrum Methods 0.000 claims 1
239000012258 stirred mixture Substances 0.000 claims 1
238000003756 stirring Methods 0.000 claims 1
238000003786 synthesis reaction Methods 0.000 claims 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/66—Nitrogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Furan Compounds (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

SU772463803A 1976-03-24 1977-03-23 Способ получени производных 1-трет.алкил (3-)2,5-дигидро5-оксо-3-фуранил-мочевины SU625609A3 (ru)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US67007876A	1976-03-24	1976-03-24
US76227377A	1977-01-25	1977-01-25

Publications (1)

Publication Number	Publication Date
SU625609A3 true SU625609A3 (ru)	1978-09-25

Family

ID=27100248

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SU772463803A SU625609A3 (ru)	1976-03-24	1977-03-23	Способ получени производных 1-трет.алкил (3-)2,5-дигидро5-оксо-3-фуранил-мочевины

Country Status (17)

Country	Link
JP (1)	JPS52139056A (de)
AR (1)	AR211956A1 (de)
AT (1)	AT354460B (de)
CA (1)	CA1097365A (de)
CH (1)	CH626081A5 (de)
DD (1)	DD130480A5 (de)
DK (1)	DK143274C (de)
ES (1)	ES457102A1 (de)
FI (1)	FI770929A7 (de)
GR (1)	GR62563B (de)
HU (1)	HU173840B (de)
LU (1)	LU77009A1 (de)
NL (1)	NL7703155A (de)
NO (1)	NO771021L (de)
PT (1)	PT66336B (de)
SE (1)	SE7702004L (de)
SU (1)	SU625609A3 (de)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CO4970714A1 (es) *	1997-09-05	2000-11-07	Boehringer Mannheim Gmbh	Derivados ureido y tioureido de 4-amino-2(5h)-furanonas y 4-amino-2(5h) tiofenonas como agentes antitumorales

1977
- 1977-02-23 SE SE7702004A patent/SE7702004L/xx not_active Application Discontinuation
- 1977-03-22 CA CA274,514A patent/CA1097365A/en not_active Expired
- 1977-03-22 ES ES457102A patent/ES457102A1/es not_active Expired
- 1977-03-22 AT AT199577A patent/AT354460B/de not_active IP Right Cessation
- 1977-03-22 PT PT66336A patent/PT66336B/pt unknown
- 1977-03-23 NO NO771021A patent/NO771021L/no unknown
- 1977-03-23 GR GR53079A patent/GR62563B/el unknown
- 1977-03-23 DK DK127977A patent/DK143274C/da active
- 1977-03-23 SU SU772463803A patent/SU625609A3/ru active
- 1977-03-23 NL NL7703155A patent/NL7703155A/xx not_active Application Discontinuation
- 1977-03-23 CH CH364777A patent/CH626081A5/de not_active IP Right Cessation
- 1977-03-23 HU HU77DU263A patent/HU173840B/hu unknown
- 1977-03-24 LU LU77009A patent/LU77009A1/xx unknown
- 1977-03-24 JP JP3166277A patent/JPS52139056A/ja active Pending
- 1977-03-24 AR AR269971D patent/AR211956A1/es active
- 1977-03-24 FI FI770929A patent/FI770929A7/fi not_active Application Discontinuation
- 1977-03-24 DD DD7700198044A patent/DD130480A5/de unknown

Also Published As

Publication number	Publication date
SE7702004L (sv)	1977-09-25
DK143274B (da)	1981-08-03
CA1097365A (en)	1981-03-10
ATA199577A (de)	1979-06-15
PT66336A (en)	1977-04-01
AT354460B (de)	1979-01-10
CH626081A5 (en)	1981-10-30
AR211956A1 (es)	1978-04-14
NO771021L (no)	1977-09-27
GR62563B (en)	1979-05-10
LU77009A1 (de)	1977-10-03
NL7703155A (nl)	1977-09-27
HU173840B (hu)	1979-09-28
JPS52139056A (en)	1977-11-19
ES457102A1 (es)	1978-08-16
DD130480A5 (de)	1978-04-05
FI770929A7 (de)	1977-09-25
PT66336B (en)	1978-08-16
DK127977A (da)	1977-09-25
DK143274C (da)	1981-12-07

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US2927112A (en)	1960-03-01	3-amino-6-halopyridazines and process of preparation
Shaw et al.	1980	The preparation of 2, 6‐diaminopyrazine, 2, 6‐diazidopyrazine and some of their derivatives
DD261598A5 (de)	1988-11-02	Verfahren zur herstellung von chinazolin-dionen und pyrido-pyrimidin-dionen
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US3154543A (en)	1964-10-27	Preparation of 5-aminofurans
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CH445490A (de)	1967-10-31	Verfahren zur Herstellung von a-(3-Indolyl)-niederaliphatischen-säuren
US3960926A (en)	1976-06-01	Process for preparing azasulfonium halide salts
US4125724A (en)	1978-11-14	Hydrogenation process
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US3923827A (en)	1975-12-02	Preparation of 4-imidazolin-2-ones
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