4-Methylbenzaldehyde → 5-Nitro-2-p-tolylbenzo[d]thiazole

HRID 1111085ノート

反応式

HRID 1111085 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[SH:11].[C:12]1([CH3:20])[CH:17]=[CH:16][C:15]([CH:18]=O)=[CH:14][CH:13]=1>N1C=CC=CC=1>[CH3:20][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[S:11][C:3]3[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=3[N:1]=2)=[CH:14][CH:13]=1

参加物

4

反応物 2

HCID 77254-MethylbenzaldehydeHCID 63364002-Amino-4-nitrobenzenethiol

生成物 1

HCID 221533055-Nitro-2-p-tolylbenzo[d]thiazole

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
100 °C

実験手順

To a stirred solution of 153.2 g (0.9 mole) of 2-amino-4-nitrothiophenol in pyridine is added 108.1 g (0.9 mole) of 4-tolualdehyde, and the reaction is heated at 100° C. until the starting materials are consumed. After cooling to room temperature, the mixture is acidified with cold 2N HCl, and the intermediate benzthiazoline is collected by filtration. The benzthiazoline is dissolved in methanol, then ferric chloride is added, and the solution is warmed at 40° C. for about 2 hours until oxidation to the benzthiazole is complete. The product is recrystallized from ethanol.

後処理

  1. customare consumed
  2. temperatureAfter cooling to room temperature
  3. filtrationthe intermediate benzthiazoline is collected by filtration
  4. dissolutionThe benzthiazoline is dissolved in methanol
  5. additionferric chloride is added
  6. temperaturethe solution is warmed at 40° C. for about 2 hours until oxidation to the benzthiazole
  7. customThe product is recrystallized from ethanol

出典と根拠

ORDレコード
ord-ef8be7f63e6b4f77b92af929e1eabe0a
出典データセット
uspto-grants-1990_12
特許番号
US04978476

反応ノート

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