Hydrochloric Acid → HCID 20298760、化合物

HRID 1389317ノート

反応式

HRID 1389317 の反応式
[C:1]1([CH:7]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH2:14][C:15]3[CH:16]=[C:17]([NH2:23])[C:18]([NH:21][CH3:22])=[CH:19][CH:20]=3)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:30][C:31]1[CH:38]=[CH:37][C:34]([CH:35]=O)=[CH:33][CH:32]=1.[N+](C1C=CC=CC=1)([O-])=O.Cl>O>[Cl:30][C:31]1[CH:38]=[CH:37][C:34]([C:35]2[N:21]([CH3:22])[C:18]3[CH:19]=[CH:20][C:15]([CH2:14][N:11]4[CH2:12][CH2:13][N:8]([CH:7]([C:1]5[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=5)[C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=5)[CH2:9][CH2:10]4)=[CH:16][C:17]=3[N:23]=2)=[CH:33][CH:32]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7416NitrobenzeneHCID 77264-ChlorobenzaldehydeHCID 30178794-{[4-(Diphenylmethyl)piperazin-1-yl]methyl}-N~1~-methylbenzene-1,2-diamine

生成物 1

HCID 20298760HCID 20298760、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

A mixture of 3.9 parts of 4-[4-(diphenylmethyl)-1-piperazinylmethyl]-N1 -methyl-1,2-benzenediamine, 2.5 parts of 4-chlorobenzaldehyde and 18 parts of nitrobenzene is stirred in an oil-bath first for 1 hour at 50° C. and further for 1.50 hours at 120° C. The reaction mixture is cooled and allowed to stand overnight at room temperature. About 100 parts of water are added and the whole is acidified with a hydrochloric acid solution 10 N. The product is extracted with 2,2'-oxybispropane. The aqueous phase is treated with activated charcoal. The latter is filtered off and the filtrate is alkalized with a sodium hydroxide solution 50%. The product is extracted with dichloromethane. The extract is washed with water, dried, filtered and evaporated. The residue is crystallized from 35 parts of 1,1'-oxybisethane. The product is filtered off, washed with 1,1'-oxybisethane and dried, yielding 1.3 parts of 2-(4-chlorophenyl)-5-[4-(diphenylmethyl)-1-piperazinylmethyl]- 1-methyl-1H-benzimidazole; mp. 198.3° C.

後処理

  1. temperatureThe reaction mixture is cooled
  2. waitto stand overnight at room temperature
  3. extractionThe product is extracted with 2,2'-oxybispropane
  4. additionThe aqueous phase is treated with activated charcoal
  5. filtrationThe latter is filtered off
  6. extractionThe product is extracted with dichloromethane
  7. washThe extract is washed with water
  8. customdried
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue is crystallized from 35 parts of 1,1'-oxybisethane
  12. filtrationThe product is filtered off
  13. washwashed with 1,1'-oxybisethane
  14. customdried

出典と根拠

ORDレコード
ord-c8c22065f4574cb486ca7ef6052e285e
出典データセット
uspto-grants-1981_01
特許番号
US04243806

反応ノート

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