6-Chloro-2-benzothiazolamine → N-(6-Chloro-2-benzothiazolyl)-8-hydroxy-7-quinolinecarboxamide

HRID 382871

反応式

HRID 382871 の反応式
[OH:1][C:2]1[C:3]([C:12]([OH:14])=O)=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.P(Cl)(Cl)Cl.[NH2:19][C:20]1[S:21][C:22]2[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:23]=2[N:24]=1>O>[Cl:29][C:27]1[CH:26]=[CH:25][C:23]2[N:24]=[C:20]([NH:19][C:12]([C:3]3[C:2]([OH:1])=[C:11]4[C:6]([CH:7]=[CH:8][CH:9]=[N:10]4)=[CH:5][CH:4]=3)=[O:14])[S:21][C:22]=2[CH:28]=1

参加物

5

反応物 3

HCID 72266-Chloro-2-benzothiazolamineHCID 24387Phosphorus trichlorideHCID 2313638-Hydroxyquinoline-7-carboxylic Acid

生成物 1

HCID 18372733N-(6-Chloro-2-benzothiazolyl)-8-hydroxy-7-quinolinecarboxamide収率 54.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 8-hydroxyquinoline-7-carboxylic acid (0.30 g) of Preparation 1 in 75 mL xylenes is heated to reflux. PCl3 (0.07 mL) is added dropwise and the mixture stirred for 15 minutes. 2-Amino-6-chlorobenzothiazole (0.31 g) is added in one portion and the reaction refluxed overnight. The reaction is cooled to room temperature and H2O is added to quench excess PCl3. After stirring the solution for 30 minutes, a yellow solid is filtered, dried, and recrystallized from DMSO to give the title product (0.31 g).

後処理

  1. temperatureis heated to reflux
  2. temperaturethe reaction refluxed overnight
  3. customto quench excess PCl3
  4. stirringAfter stirring the solution for 30 minutes
  5. filtrationa yellow solid is filtered
  6. customdried
  7. customrecrystallized from DMSO

出典と根拠

ORDレコード
ord-16d3c32698fa40ed92a53875ed296c77
出典データセット
uspto-grants-2001_10
特許番号
US06310211B1

関連ノート

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