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EP0062505A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

A process for preparing acylated benzothiophenes

Assignee: Eli Lilly and Co
•
Filing: 1982-04-01
•
Granted: —
•
Expires: 2002-04-01
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Abstract

Abstract There is described a process for preparing a dihydroxy compound of the formula or a physiologically acceptable ether or ester thereof, or a physiologically acceptable acid addition salt of the dihydroxy compound or of the ether or ester thereof; wherein R 1 and R 2 are independently C 1 -C 4 alkyl, or combine to form C 4 -C 6 polymethylene, -CH 2 CH(CH 3 )CH 2 CH 2 - or -(CH 2 ) 2 0(CH 2 ) 2 -; which process comprises acylating a compound of the formula in the presence of aluminum chloride or aluminum bromide with an acylating agent of the formula wherein R 4 is chloro or bromo; and reacting the product with a sulfur compound chosen from the group consisting of methionine and compounds of the formula wherein X is hydrogen or unbranched C 1 -C 4 alkyl, and Y is C 1 -C 4 alkyl or phenyl.

Inventors

  • 👤 Mary Kathleen Peters
  • 👤 Charles David Jones

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-23 11:43
CPC Classifications
C; C07; C07C; C07C323/00; C07D; C07D333/00; C07D333/50; C07D333/52; C07D333/54; C07D333/56

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 151 words
A process for preparing a dihydroxy compound of the formula or a physiologically acceptable ether or ester thereof, or a physiologically acceptable acid addition salt of the dihydroxy compound or of the ether or ester thereof; wherein R 1 and R 2 are independently C 1 -C 4 alkyl, or combine to form C 4 -C 6 polymethylene, -CH 2 CH(CH 3 )C H 2 C H 2 -or -(CH 2 ) 2 O(CH 2 ) 2 -; which process comprises acylating a compound of the formula in the presence of aluminum chloride or aluminum bromide with an acylating agent of the formula wherein R 4 is chloro or bromo; and reacting the product with a sulfur compound chosen from the group consisting of methionine and compounds of the formula wherein X is hydrogen or unbranched C 1 -C 4 alkyl, and Y is C 1 -C 4 alkyl or phenyl.
Claim 2
Dependent Claim 151 words
A process for preparing a dihydroxy compound of the formula or a physiologically acceptable ether or ester thereof, or a physiologically acceptable acid addition salt of the dihydroxy compound or of the ether or ester thereof; wherein R 1 and R 2 are independently C 1 -C 4 alkyl, or combine to form C 4 -C 6 polymethylene, -CH 2 CH(CH 3 )C H 2 C H 2 -or -(CH 2 ) 2 O(CH 2 ) 2 -; which process comprises acylating a compound of the formula in the presence of aluminum chloride or aluminum bromide with an acylating agent of the formula wherein R 4 is chloro or bromo; and reacting the product with a sulfur compound chosen from the group consisting of methionine and compounds of the formula wherein X is hydrogen or unbranched C 1 -C 4 alkyl, and Y is C 1 -C 4 alkyl or phenyl.
Claim 3
Dependent Claim 22 words
A process of claim 1 wherein the product and the acylating agent are compounds wherein R and R combine to form pentamethylene.
Claim 4
Dependent Claim 33 words
A process of claim 1 wherein the product and the acylating agent are compounds wherein R 1 and R 2 combine to form -CH 2 CH(CH 3 )C H 2 CH 2 -.
Claim 5
Dependent Claim 14 words
A process of any one of claims 1-3 wherein the catalyst is aluminum chloride.
Claim 6
Dependent Claim 20 words
A process of any one of claims 1-4 wherein the acylating agent is a compound wherein R 4 is chloro.
Claim 7
Dependent Claim 19 words
A process of any one of claims 1-5 wherein the sulfur compound is a C 1 -C 4 alkylthiol.
Claim 8
Dependent Claim 10 words
A process of claim 6 wherein the alkylthiol is ethanethiol.

References Cited (Backward Citations)

US3947470A Cited
US4001426A Cited
US4133814A Cited

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