Hydrochloric Acid → 2,4-Dinitro-N-(2,4,6-trichlorophenyl)-6-(trifluoromethyl)aniline

HRID 1764732노트

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HRID 1764732 반응식
[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([Cl:10])[C:3]=1[NH2:4].[H-].[Na+].Cl[C:14]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][C:17]([N+:23]([O-:25])=[O:24])=[CH:16][C:15]=1[C:26]([F:29])([F:28])[F:27].Cl>CN(C)C=O.O>[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([Cl:10])[C:3]=1[NH:4][C:14]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][C:17]([N+:23]([O-:25])=[O:24])=[CH:16][C:15]=1[C:26]([F:27])([F:29])[F:28]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 124712,4,6-TrichloroanilineHCID 24758Sodium hydrideHCID 67851Benzene, 2-chloro-1,5-dinitro-3-(trifluoromethyl)-

생성물 1

HCID 227697022,4-Dinitro-N-(2,4,6-trichlorophenyl)-6-(trifluoromethyl)aniline

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매3회

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온도
10 °C

실험 절차

2,4,6-trichloroaniline (3.9 g.) was dissolved in dimethylformamide (20 ml.) and carefully added to sodium hydride (obtained by washing sodium hydride in mineral oil (2.0 g; 50%) with petrol) suspended in dimethylformamide (10 ml.) at 10° C. When the addition was complete the temperature of the mixture was allowed to rise to the ambient temperature over a period of 30 minutes, before being cooled to 10° C. A solution of 2-chloro-3,5-dinitrobenzotrifluoride (5.4 g.) in dimethylformamide (20 ml.) was slowly added, and the mixture stirred at the ambient temperature for 5 hours, and allowed to stand for further 16 hours. The mixture was poured into iced water and the resultant mixture acidified with concentrated hydrochloric acid. The precipitate was collected by decanting off the supernatant liquid and recrystallised from methylated spirit to yield 2(2,4,6-trichloroanilino)-3,5-dinitrobenzotrifluoride, melting point 105° C.

후처리

  1. additionWhen the addition
  2. waitto stand for further 16 hours
  3. customThe precipitate was collected
  4. customby decanting off the supernatant liquid
  5. customrecrystallised from methylated spirit

출처 및 근거

ORD 기록
ord-f990473f50ae4a62b4ed77589e0e79b1
출처 데이터셋
uspto-grants-1978_09
특허 번호
US04117167

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