1,2-Dichlorobenzene → N-(2-chloro-4-nitrophenyl)-3-trifluoromethylbenzenesulfonamide

HRID 232159

반응식

HRID 232159 반응식
ClC1C=CC=CC=1Cl.[Cl:9][C:10]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:11]=1[NH2:12].[F:20][C:21]([F:33])([F:32])[C:22]1[CH:23]=[C:24]([S:28](Cl)(=[O:30])=[O:29])[CH:25]=[CH:26][CH:27]=1>N1C=CC=CC=1>[Cl:9][C:10]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:11]=1[NH:12][S:28]([C:24]1[CH:25]=[CH:26][CH:27]=[C:22]([C:21]([F:20])([F:32])[F:33])[CH:23]=1)(=[O:30])=[O:29]

참가 물질

5

반응물 3

HCID 72391,2-DichlorobenzeneHCID 84922-Chloro-4-nitroanilineHCID 27332503-(Trifluoromethyl)benzenesulfonyl chloride

생성물 1

HCID 13799089N-(2-chloro-4-nitrophenyl)-3-trifluoromethylbenzenesulfonamide

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

In a 400 ml flask, 200 ml of o-dichlorobenzene, 1 ml of pyridine and 1.7 g (0.01 mole) of 2-chloro-4-nitroaniline were charged. While stirring the contents at room temperature, 2.5 g (0.01 mole) of 3-trifluoromethylbenzenesulfonylchloride was added gradually over 30 minutes. Thereafter, the reaction mixture was heated and stirred for 8 hours under reflux (175°-180° C.) to complete the reaction. After cooling the reaction mixture to room temperature, it was thoroughly washed first with dilute hydrochloric acid and then with water. Subsequent to its dehydration with sodium sulfate, o-dichlorobenzene was distilled off under reduced pressure. The residue was subjected to silica gel chromatography (eluent: benzene) to isolate the intended Compound 1. m.p. 126°-127° C., yield 1.9 g (50%).

후처리

  1. temperatureThereafter, the reaction mixture was heated
  2. stirringstirred for 8 hours
  3. temperatureunder reflux (175°-180° C.)
  4. customthe reaction
  5. temperatureAfter cooling the reaction mixture to room temperature
  6. washit was thoroughly washed first with dilute hydrochloric acid
  7. distillationSubsequent to its dehydration with sodium sulfate, o-dichlorobenzene was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-16d81bc93b0d4caa95a444a199096040
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851445

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