1,6-Dichlorohexane → 1-(6-chlorohexyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one

HRID 1413456ノート

反応式

HRID 1413456 の反応式
[H-].[Na+].[CH3:3][C:4]([N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[NH:8][C:7]1=[O:15])=[CH2:5].[Cl:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]Cl>CN(C)C=O>[Cl:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][N:8]1[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:6]([C:4]([CH3:3])=[CH2:5])[C:7]1=[O:15]

参加物

5

反応物 3

HCID 165511,6-DichlorohexaneHCID 24758Sodium hydrideHCID 1002781,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-one

生成物 1

HCID 205063391-(6-chlorohexyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a stirred mixture of 3.2 parts of a sodium hydride dispersion 70% in 9 parts of N,N-dimethylformamide is added dropwise (slowly), during a 2 hours-period, a mixture of 17.4 parts of 1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one, 77.5 parts of 1,6-dichlorohexane and 36 parts of N,N-dimethylformamide. Upon completion, stirring is continued overnight at room temperature. The reaction mixture is filtered over hyflo and the N,N-dimethylformamide is evaporated in vacuo. The excess of 1,6-dichlorohexane is distilled off in an oil-bath with water-jet. The residue is dissolved in methylbenzene and the solution is stirred with activated charcoal. The latter is filtered off over hyflo and the filtrate is evaporated, yielding 1-(6-chlorohexyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one as an oily residue.

後処理

  1. additionis added dropwise (slowly), during a 2 hours-period
  2. filtrationThe reaction mixture is filtered over hyflo
  3. customthe N,N-dimethylformamide is evaporated in vacuo
  4. distillationThe excess of 1,6-dichlorohexane is distilled off in an oil-bath with water-jet
  5. dissolutionThe residue is dissolved in methylbenzene
  6. stirringthe solution is stirred with activated charcoal
  7. filtrationThe latter is filtered off over hyflo
  8. customthe filtrate is evaporated

出典と根拠

ORDレコード
ord-b6ad18dc51c54fa28d9038f2b8580c31
出典データセット
uspto-grants-1981_02
特許番号
US04250176

反応ノート

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