← Back to Patent Explorer
US4424356A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of 5,6,7,7a-tetrahydro-4H-thieno- 3,2,-c!pyridin-2-one

Assignee: Sanofi SA
•
Filing: 1981-11-30
•
Granted: 1984-01-03
•
Expires: 2001-11-30
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The present invention provides a process for the preparation of 5,6,7,7a-tetrahydro-4H-pyridin-2-one derivatives of the general formula: ##STR1## in which R is a hydrogen atom or a phenyl radical optionally substituted by at least one halogen atom, lower alkyl radical, lower alkoxy radical, nitro group, carboxy group, alkoxycarbonyl radical or cyano group; R' is a hydrogen atom or a lower alkyl radical and n is 0, 1, 2, 3 or 4; and of their addition salts with mineral or organic acids, wherein a compound of the general formula: ##STR2## in which R, R' and n have the same meanings as above and R" is a hydrogen atom or an alkyl radical containing up to 4 carbon atoms, is treated in an organic solvent with gaseous hydrogen choloride and gaseous hydrogen sulphide. The compounds have platelet anti-aggregant and anti-thrombotic properties.

Inventors

  • 👤 Jean-Pierre Maffrand
  • 👤 Norio Suzuki
  • 👤 Kynichi Matsubayashi
  • 👤 Shinichiro Ashida

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 11:25
CPC Classifications
C; C07; C07D; C07D495/00; C07D495/02; C07D495/04; A; A61; A61P; A61P7/00; A61P7/02; C07D211/00; C07D211/04; C07D211/68; C07D211/72; C07D211/74; C07D513/00; C07D513/02; C07D513/04

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 104 words
Process for the preparation of 5,6,7,7a-tetrahydro-4H-pyridin-2-one derivatives of the formula: ##STR6## in which R is hydrogen or phenyl substituted by at least one halogen, lower alkyl, lower alkoxy, nitro, carboxy, alkoxycarbonyl or cyano; R' is hydrogen or a lower alkyl and n is 0, 1, 2, 3 or 4; and of their addition salts with mineral or organic acids, wherein a compound of the formula: ##STR7## in which R, R' and n have the same meanings as above and R" is hydrogen or alkyl containing up to 4 carbon atoms, is treated in an organic solvent with gaseous hydrogen chloride and gaseous hydrogen sulphide.
Claim 2
Dependent Claim 104 words
Process for the preparation of 5,6,7,7a-tetrahydro-4H-pyridin-2-one derivatives of the formula: ##STR6## in which R is hydrogen or phenyl substituted by at least one halogen, lower alkyl, lower alkoxy, nitro, carboxy, alkoxycarbonyl or cyano; R' is hydrogen or a lower alkyl and n is 0, 1, 2, 3 or 4; and of their addition salts with mineral or organic acids, wherein a compound of the formula: ##STR7## in which R, R' and n have the same meanings as above and R" is hydrogen or alkyl containing up to 4 carbon atoms, is treated in an organic solvent with gaseous hydrogen chloride and gaseous hydrogen sulphide.
Claim 3
Dependent Claim 23 words
Process according to claim 1, wherein the gaseous hydrogen chloride and the gaseous hydrogen sulphide are used in the form of a mixture.
Claim 4
Dependent Claim 20 words
Process according to claim 1, wherein the gaseous hydrogen chloride and the gaseous hydrogen sulphide are used separately and successively.
Claim 5
Dependent Claim 23 words
Process according to claim 1, wherein the organic solvent used is a lower alkanol or a lower carboxylic acid or a mixture thereof.
Claim 6
Dependent Claim 14 words
Process according to claim 4, wherein the lower alkanol used is methanol or ethanol.
Claim 7
Dependent Claim 17 words
Process according to claim 4, wherein the lower carboxylic acid used is acetic acid or propionic acid.
Claim 8
Dependent Claim 17 words
Process according to claim 5, wherein the lower carboxylic acid used is acetic acid or propionic acid.
Claim 9
Dependent Claim 39 words
Process according to claim 1, 2, 3, 4, 5 or 6 wherein the treatment with gaseous hydrogen chloride and gaseous hydrogen sulphide is carried out at a temperature of from ambient temperature to the boiling point of the solvent.

References Cited (Backward Citations)

FR2345150B2 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-01-02 1987-07-04 1988-01-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-01-02 1991-07-04 1992-01-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-01-02 1995-07-04 1996-01-03 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag