Diethyl Ether → 4-Piperidino-5,7-dinitro-2-trifluoromethylbenzimidazole

HRID 1974345노트

반응식

HRID 1974345 반응식
C(N(CC)CC)C.Cl[C:9]1[C:17]2[NH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[N:14][C:13]=2[C:12]([N+:22]([O-:24])=[O:23])=[CH:11][C:10]=1[N+:25]([O-:27])=[O:26].[NH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.CCOCC>C1C=CC=CC=1>[N:28]1([C:9]2[C:17]3[NH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[N:14][C:13]=3[C:12]([N+:22]([O-:24])=[O:23])=[CH:11][C:10]=2[N+:25]([O-:27])=[O:26])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 8082PiperidineHCID 8471TriethylamineHCID 1356775774-Chloro-5,7-dinitro-2-trifluoromethylbenzimidazole

생성물 1

HCID 214893574-Piperidino-5,7-dinitro-2-trifluoromethylbenzimidazole

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

Triethylamine (1.0 gram; 0.00968 mole) was added to 3.0 grams of 4-chloro-5,7-dinitro-2-trifluoromethylbenzimidazole (0.00968 mole) in 200 milliliters of benzene. There was then added dropwise 0.8 gram of piperidine (0.00968 mole) in 10 milliliters of benzene. The resulting reaction mixture was refluxed overnight, cooled, an amount of ether added, and the mixture filtered. The filtrate was evaporated, yielding the desired 4-piperidino-5,7-dinitro-2-trifluoromethylbenzimidazole product as an orange solid. It was recrystallized from benzene as a light brown solid, m.p., 199°-206° C. NMR analysis confirmed the identity but suggested the presence of a small amount of triethylamine.

후처리

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed overnight
  3. temperaturecooled
  4. filtrationthe mixture filtered
  5. customThe filtrate was evaporated

출처 및 근거

ORD 기록
ord-be9073c9e7ab4bdb88a52d8dc1733f8b
출처 데이터셋
uspto-grants-1976_12
특허 번호
US04000295

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