Chloroform → 3-[4-(8-Cyclohexyloctylamino)benzoyl]carboxythiazolidine

HRID 905282

반응식

HRID 905282 반응식
Cl.[CH:2]1([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]2[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[S:26]1[CH2:30][CH:29](C(OCC)=O)[NH:28][CH2:27]1.C(Cl)(Cl)Cl.S1CC([C:45]([OH:47])=[O:46])NC1>C(Cl)Cl.C(=O)(O)[O-].[Na+].CC(C)=O.C(N(CC)CC)C>[CH:2]1([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]2[CH:25]=[CH:24][C:20]([C:21]([N:28]3[CH2:29][CH2:30][S:26][CH:27]3[C:45]([OH:47])=[O:46])=[O:22])=[CH:19][CH:18]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

참가 물질

8

반응물 4

HCID 6212ChloroformHCID 9934TimonacicHCID 103574Ethyl thiazolidine-4-carboxylateHCID 20475769p-(8-Cyclohexyloctyl)aminobenzoyl chloride hydrochloride

생성물 1

HCID 204758133-[4-(8-Cyclohexyloctylamino)benzoyl]carboxythiazolidine

시약·촉매·용매 3

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매HCID 86737261Acetone sodium bicarbonate용매

실험 절차

One-tenth mole of 4-(8-cyclohexyloctylamino)benzoyl chloride hydrochloride in methylene chloride is added to a solution of 0.1 mole of ethyl thiazolidine-4-carboxylate in chloroform containing two equivalents of triethylamine. After 5 hours at 20° C. the solution is filtered and evaporated to a white solid which is crystallized from acetonitrile. By means of the alkaline hydrolysis method of Example 1, the ethyl ester is converted to the subject carboxylic acid. This acid is also prepared using the procedure of this Example except that the acylation of the thiazolidine-4-carboxylic acid is carried out in aqueous acetone sodium bicarbonate solution.

후처리

  1. filtrationAfter 5 hours at 20° C. the solution is filtered
  2. customevaporated to a white solid which
  3. customis crystallized from acetonitrile
  4. customBy means of the alkaline hydrolysis method of Example 1
  5. customThis acid is also prepared

출처 및 근거

ORD 기록
ord-8408e481869f486cbfd60bce4bb9ab27
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04423051

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