JPS5714576A - Preparation of imidazole derivative - Google Patents
Preparation of imidazole derivativeInfo
- Publication number
- JPS5714576A JPS5714576A JP8912880A JP8912880A JPS5714576A JP S5714576 A JPS5714576 A JP S5714576A JP 8912880 A JP8912880 A JP 8912880A JP 8912880 A JP8912880 A JP 8912880A JP S5714576 A JPS5714576 A JP S5714576A
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- expressed
- raw material
- thiazolidine
- formula
- Prior art date
- 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.)
- Granted
Links
- 150000002460 imidazoles Chemical class 0.000 title 1
- 239000002994 raw material Substances 0.000 abstract 3
- AXJZCJSXNZZMDU-UHFFFAOYSA-N (5-methyl-1h-imidazol-4-yl)methanol Chemical compound CC=1N=CNC=1CO AXJZCJSXNZZMDU-UHFFFAOYSA-N 0.000 abstract 2
- -1 2,2-disubstituted thiazolidine Chemical class 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical compound C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 abstract 1
- SNPQRYOQWLOTFA-UHFFFAOYSA-N 2,2-dimethyl-1,3-thiazolidine Chemical compound CC1(C)NCCS1 SNPQRYOQWLOTFA-UHFFFAOYSA-N 0.000 abstract 1
- JEOZNMMOIBLWLV-UHFFFAOYSA-N 2-[(5-methyl-1h-imidazol-4-yl)methylsulfanyl]ethanamine Chemical compound CC=1N=CNC=1CSCCN JEOZNMMOIBLWLV-UHFFFAOYSA-N 0.000 abstract 1
- AGSHBVNPPGEAMB-UHFFFAOYSA-N 2-ethyl-2-methyl-1,3-thiazolidine Chemical compound CCC1(C)NCCS1 AGSHBVNPPGEAMB-UHFFFAOYSA-N 0.000 abstract 1
- 208000007107 Stomach Ulcer Diseases 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 abstract 1
- 208000000718 duodenal ulcer Diseases 0.000 abstract 1
- 230000002496 gastric effect Effects 0.000 abstract 1
- 201000005917 gastric ulcer Diseases 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 229960003151 mercaptamine Drugs 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
PURPOSE: To obtain the titled compound efficiently in high yield without a hydrolyzing step, by reacting an inexpensive 2,2-disubstituted thiazolidine which is not easily oxidized with air as a raw material with 4-methyl-5-hydroxymethylimidazole.
CONSTITUTION: A 2,2-disubstitued thiazolidine ,e.g. 2,2-dimethylthiazolidine or 2-methyl-2-ethylthiazolidine, expressed by formula I(R1 and R2 are alkyl or phenyl or may together form a ring) as a raw material is reacted with 4-methyl-5-hydroxymethylimidazole expressed by formula II to give 4-methyl-5-[(2-aminoethyl) thiomethyl]imidazole expressed by formula III. A hydrolyzing step can be eliminated, though the 2,2-disubstituted thiazolidine which is a synthetic raw material for cysteamine is used. Ketones formed as by-products can be removed readily by the vacuum concentration.
USE: An intermediate of a remedy for gastric or duodenal ulcer.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8912880A JPS5714576A (en) | 1980-07-02 | 1980-07-02 | Preparation of imidazole derivative |
| GB8119385A GB2079276B (en) | 1980-07-02 | 1981-06-23 | 4-methyl-5-((2-aminoethyl)thiomethyl)imidazole production |
| DE19813125990 DE3125990A1 (en) | 1980-07-02 | 1981-07-01 | Process for preparing imidazole derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8912880A JPS5714576A (en) | 1980-07-02 | 1980-07-02 | Preparation of imidazole derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5714576A true JPS5714576A (en) | 1982-01-25 |
| JPH0113469B2 JPH0113469B2 (en) | 1989-03-06 |
Family
ID=13962240
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8912880A Granted JPS5714576A (en) | 1980-07-02 | 1980-07-02 | Preparation of imidazole derivative |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS5714576A (en) |
| DE (1) | DE3125990A1 (en) |
| GB (1) | GB2079276B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6090857U (en) * | 1983-11-29 | 1985-06-21 | 株式会社ミニパイロ電機 | LED lamp |
| JPS62178237U (en) * | 1986-05-02 | 1987-11-12 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU8361782A (en) * | 1981-05-26 | 1982-12-02 | Bridge Chemicals Ltd. | Preparation of 4-(2-aminoethylthiomethyl)-5-methylimidazole |
| JPH01272570A (en) * | 1988-04-26 | 1989-10-31 | Nippon Shokubai Kagaku Kogyo Co Ltd | Production of 4-methyl-5-((2-aminoethyl)-thiomethyl)-imidazole |
-
1980
- 1980-07-02 JP JP8912880A patent/JPS5714576A/en active Granted
-
1981
- 1981-06-23 GB GB8119385A patent/GB2079276B/en not_active Expired
- 1981-07-01 DE DE19813125990 patent/DE3125990A1/en not_active Withdrawn
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6090857U (en) * | 1983-11-29 | 1985-06-21 | 株式会社ミニパイロ電機 | LED lamp |
| JPS62178237U (en) * | 1986-05-02 | 1987-11-12 |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2079276A (en) | 1982-01-20 |
| JPH0113469B2 (en) | 1989-03-06 |
| DE3125990A1 (en) | 1982-02-04 |
| GB2079276B (en) | 1984-07-25 |
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