ES8705359A1 - Preparation of N-methyl-1-alkylthio-2-nitroethenamines - Google Patents
Preparation of N-methyl-1-alkylthio-2-nitroethenaminesInfo
- Publication number
- ES8705359A1 ES8705359A1 ES544214A ES544214A ES8705359A1 ES 8705359 A1 ES8705359 A1 ES 8705359A1 ES 544214 A ES544214 A ES 544214A ES 544214 A ES544214 A ES 544214A ES 8705359 A1 ES8705359 A1 ES 8705359A1
- Authority
- ES
- Spain
- Prior art keywords
- reaction
- formula
- nitromethane
- compound
- methyl
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
-
- 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
- C07D307/38—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 substituted hydrocarbon radicals attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Catalysts (AREA)
- Electromechanical Clocks (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Compounds of formula (II> < IMAGE > in which R1 is C1-4 alkyl, preferably methyl, are prepared by reaction of a compound of formula (I> < IMAGE > where Q is hydrogen or a cation derived from a suitable base with a suitable alkylating agent such as an alkyl halide or a dialkyl sulphate. The compound of formula (II) may be converted into a histamine H2-antagonist containing an -NHC(=CHNO2)NHCH3 end group, e.g. ranitidine, by reaction with an appropriate amine. The compound of formula (I) (compounds where Q is H or alkali metal are said to be novel) may be prepared by reaction of methyl isothiocyanate with the carbanion of nitromethane (preferably generated in situ by reaction of nitromethane with a suitable base) in the presence of dimethyl sulphoxide as solvent, Q representing the cation derived from the base used to produce the carbanion of nitromethane.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB848415254A GB8415254D0 (en) | 1984-06-15 | 1984-06-15 | Amine derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8705359A1 true ES8705359A1 (en) | 1987-05-01 |
| ES544214A0 ES544214A0 (en) | 1987-05-01 |
Family
ID=10562466
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES544214A Expired ES8705359A1 (en) | 1984-06-15 | 1985-06-14 | Preparation of N-methyl-1-alkylthio-2-nitroethenamines |
Country Status (22)
| Country | Link |
|---|---|
| JP (2) | JPH0643382B2 (en) |
| KR (1) | KR870002019B1 (en) |
| AT (1) | AT395974B (en) |
| BE (1) | BE902655A (en) |
| CA (1) | CA1256454A (en) |
| CH (1) | CH667871A5 (en) |
| DE (1) | DE3521456A1 (en) |
| DK (1) | DK170067B1 (en) |
| ES (1) | ES8705359A1 (en) |
| FI (1) | FI82239C (en) |
| FR (1) | FR2565972B1 (en) |
| GB (2) | GB8415254D0 (en) |
| HU (1) | HU198179B (en) |
| IE (1) | IE58606B1 (en) |
| IL (1) | IL75523A (en) |
| IT (1) | IT1209960B (en) |
| NL (1) | NL8501727A (en) |
| NO (1) | NO162461C (en) |
| PT (1) | PT80643B (en) |
| SE (1) | SE462913B (en) |
| SG (1) | SG92590G (en) |
| ZA (1) | ZA854502B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU9203905D0 (en) * | 1989-04-05 | 1993-04-28 | Glaxo Group Ltd | Method for producing ranitidine |
| EP0396830B1 (en) * | 1989-05-10 | 1993-10-27 | Council of Scientific and Industrial Research | An improved process for the preparation of 1-substituted amino-1-substituted thio-2-nitro alkenes |
| US5686588A (en) * | 1995-08-16 | 1997-11-11 | Yoo; Seo Hong | Amine acid salt compounds and process for the production thereof |
| YU52598A (en) * | 1998-11-19 | 2001-05-28 | D.D. Zdravlje- sektor za istraživanje i razvoj | Procedure for synthesis of n-[2[[[5-[ (dialkylamino)methyl] -2-furanil]methyl]thi0]etyl]-n'-alkyl-2-nitro 1,1 alkendiamine and its hydrochloride |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1421792A (en) * | 1973-05-17 | 1976-01-21 | Smith Kline French Lab | Heterocyclic substituted-1, 1-diamino-ethylene derivatives methods for their preparation and compositions containing them |
| GB1554153A (en) * | 1975-05-15 | 1979-10-17 | Smith Kline French Lab | Process for making 2-amino-2-alkylthionitroethylenes |
| GB1565966A (en) | 1976-08-04 | 1980-04-23 | Allen & Hanburys Ltd | Aminoalkyl furan derivatives |
-
1984
- 1984-06-15 GB GB848415254A patent/GB8415254D0/en active Pending
-
1985
- 1985-06-13 IT IT8548213A patent/IT1209960B/en active
- 1985-06-14 ZA ZA854502A patent/ZA854502B/en unknown
- 1985-06-14 FI FI852366A patent/FI82239C/en active IP Right Grant
- 1985-06-14 BE BE0/215184A patent/BE902655A/en not_active IP Right Cessation
- 1985-06-14 NO NO852418A patent/NO162461C/en not_active IP Right Cessation
- 1985-06-14 FR FR858509049A patent/FR2565972B1/en not_active Expired
- 1985-06-14 NL NL8501727A patent/NL8501727A/en not_active IP Right Cessation
- 1985-06-14 ES ES544214A patent/ES8705359A1/en not_active Expired
- 1985-06-14 DK DK270585A patent/DK170067B1/en not_active IP Right Cessation
- 1985-06-14 KR KR1019850004197A patent/KR870002019B1/en not_active IP Right Cessation
- 1985-06-14 AT AT0178085A patent/AT395974B/en active
- 1985-06-14 CH CH2530/85A patent/CH667871A5/en not_active IP Right Cessation
- 1985-06-14 CA CA000484041A patent/CA1256454A/en not_active Expired
- 1985-06-14 IL IL75523A patent/IL75523A/en not_active IP Right Cessation
- 1985-06-14 GB GB08515195A patent/GB2160204B/en not_active Expired
- 1985-06-14 SE SE8502973A patent/SE462913B/en not_active IP Right Cessation
- 1985-06-14 HU HU852367A patent/HU198179B/en not_active IP Right Cessation
- 1985-06-14 PT PT80643A patent/PT80643B/en not_active IP Right Cessation
- 1985-06-14 IE IE148485A patent/IE58606B1/en not_active IP Right Cessation
- 1985-06-14 DE DE19853521456 patent/DE3521456A1/en active Granted
- 1985-06-15 JP JP60130673A patent/JPH0643382B2/en not_active Expired - Fee Related
-
1990
- 1990-11-13 SG SG925/90A patent/SG92590G/en unknown
-
1993
- 1993-09-16 JP JP5230589A patent/JPH06102656B2/en not_active Expired - Fee Related
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GD1A | Contractual licences |
Effective date: 19960910 |
|
| GC1A | Exploitation certificate registered application without search report |
Effective date: 19960904 |
|
| GD1A | Contractual licences |
Effective date: 19960910 |
|
| FD1A | Patent lapsed |
Effective date: 20050203 |