Chloroform → 3-[4-(16-Bromohexadecylamino)benzoyl]-4-carboxythiazolidine

HRID 648322

反応式

HRID 648322 の反応式
Cl.[Br:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](Cl)=[O:25])=[CH:22][CH:21]=1.[S:29]1[CH2:33][CH:32]([C:34]([O:36]CC)=[O:35])[NH:31][CH2:30]1.C(Cl)(Cl)Cl.C(N(CC)CC)C>C(Cl)Cl>[Br:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([N:31]2[CH:32]([C:34]([OH:36])=[O:35])[CH2:33][S:29][CH2:30]2)=[O:25])=[CH:22][CH:21]=1

参加物

6

反応物 4

HCID 6212ChloroformHCID 8471TriethylamineHCID 103574Ethyl thiazolidine-4-carboxylateHCID 130254084-(16-Bromohexadecylamino)benzoyl chloride hydrochloride

生成物 1

HCID 130254103-[4-(16-Bromohexadecylamino)benzoyl]-4-carboxythiazolidine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

One-tenth mole of 4-(16-bromohexadecylamino)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 to yield 3-[4-(16-bromohexadecylamino)benzoyl]-4-carboxythiazolidine. By means of the alkaline hydrolysis method of Example 10, 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

出典と根拠

ORDレコード
ord-f2cb39de5bb44b23ac25513cebce2033
出典データセット
uspto-grants-1983_10
特許番号
US04411903

関連ノート

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