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

HRID 1111085노트

반응식

HRID 1111085 반응식
[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

참가 물질

4

반응물 2

HCID 77254-MethylbenzaldehydeHCID 63364002-Amino-4-nitrobenzenethiol

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ef8be7f63e6b4f77b92af929e1eabe0a
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04978476

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