Pyridine → 2,4-Dinitrophenylbenzamide

HRID 268270

반응식

HRID 268270 반응식
[N+:1]([C:4]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=1N)([O-:3])=[O:2].[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[N:23]1C=CC=CC=1>>[N+:1]([C:4]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=1[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:14]([NH2:23])=[O:21])([O-:3])=[O:2]

참가 물질

4

반응물 3

HCID 1049PyridineHCID 73212,4-DinitroanilineHCID 7412Benzoyl chloride

생성물 1

HCID 201563782,4-Dinitrophenylbenzamide

실험 절차

To a solution of 73.2 g. (0.4 m.) of 2,4-dinitroaniline in 400 ml. of pyridine with stirring and slight warming was added 56.2 g. (0.4 m.) of benzoyl chloride in about 10 min.; the temperature rose from 40° to 50°. Then the dark solution was heated at reflux for 21/2 hours. After standing overnight, the yellow solid was collected, washed with H2O until no pyridine odor was detectable. This 90 g. of crude product was recrystallized from about 2.1 of CH3CN to yield 44 g. (38%) of yellow product melting at 201°-205°.

후처리

  1. temperatureslight warming
  2. additionwas added 56.2 g
  3. customrose from 40° to 50°
  4. temperatureThen the dark solution was heated
  5. temperatureat reflux for 21/2 hours
  6. customthe yellow solid was collected
  7. washwashed with H2O until no pyridine odor
  8. customof crude product was recrystallized from about 2.1 of CH3CN
  9. customto yield 44 g

출처 및 근거

ORD 기록
ord-bdfbf19cfdc74b5e9cdfed07280914ac
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03947434

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