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

HRID 1974345ノート

反応式

HRID 1974345 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-be9073c9e7ab4bdb88a52d8dc1733f8b
出典データセット
uspto-grants-1976_12
特許番号
US04000295

反応ノート

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