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

HRID 903421

反応式

HRID 903421 の反応式
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

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒HCID 86737261Acetone sodium bicarbonate溶媒

実験手順

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 recrystallized 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.

後処理

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

出典と根拠

ORDレコード
ord-b7964c11b5f04165a73d39ad8d1f8a19
出典データセット
uspto-grants-1980_10
特許番号
US04227014

関連ノート

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