3-Amino-2-(p-chlorophenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamide → 2-(p-Chlorophenyl)-3-(2-indolecarboxamido)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamide

HRID 345152ノート

反応式

HRID 345152 の反応式
[NH2:1][CH:2]1[C:8](=[O:9])[N:7]([CH2:10][C:11]([NH2:13])=[O:12])[C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[S:4][CH:3]1[C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1.[NH:25]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[C:26]1[C:34](ON1C(=O)CCC1=O)=[O:35]>CN(C)C=O>[Cl:24][C:21]1[CH:20]=[CH:19][C:18]([CH:3]2[CH:2]([NH:1][C:34]([C:26]3[NH:25][C:33]4[C:28]([CH:27]=3)=[CH:29][CH:30]=[CH:31][CH:32]=4)=[O:35])[C:8](=[O:9])[N:7]([CH2:10][C:11]([NH2:13])=[O:12])[C:6]3[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=3[S:4]2)=[CH:23][CH:22]=1

参加物

4

反応物 2

HCID 146486333-Amino-2-(p-chlorophenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamideHCID 19993581Succinimido indolecarboxylate

生成物 1

HCID 146486342-(p-Chlorophenyl)-3-(2-indolecarboxamido)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamide収率 63.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

In 30 ml of dimethylformamide are dissolved 0.9 g of 3-amino-2-(p-chlorophenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine- 5-acetamide and 1.2 g of succinimido 2-indolecarboxylate, and the solution is stirred at 65° C. for 13 hours. The reaction mixture is concentrated under reduced pressure and a saturated aqueous solution of sodium hydrogencarbonate and ethyl acetate are added to the residue. The mixture is stirred for a while. The resulting crystals are collected by filtration, and the crystals are recrystallized from a mixed solvent of chloroform and methanol to give 0.8 g of 2-(p-chlorophenyl)-3-(2-indolecarboxamido)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetamide, m.p. 275°-290° C. (decomposition).

後処理

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. additiona saturated aqueous solution of sodium hydrogencarbonate and ethyl acetate are added to the residue
  3. stirringThe mixture is stirred for a while
  4. filtrationThe resulting crystals are collected by filtration
  5. customthe crystals are recrystallized from a mixed solvent of chloroform and methanol

出典と根拠

ORDレコード
ord-d156364644fd411b86b8bd179d79f373
出典データセット
uspto-grants-1991_10
特許番号
US05055464

反応ノート

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