反応 #1476502

反応方程式

5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-methyl-1H-benzimidazol-2-amine

1-isocyanatobutane

→

N-butyl-N'-{5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-methyl-1H-benzimidazol-2-yl}urea

収率 66.7%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度refluxed over week-end
2. 2
   ろ過the reaction mixture is filtered
3. 3
   その他the filtrate is evaporated
4. 4
   その他The residue is purified by column-chromatography over silica gel using
5. 5
   workup.ADDITIONa mixture of trichloromethane and methanol (95:5 by volume) as eluent
6. 6
   その他The pure fractions are collected
7. 7
   その他the eluent is evaporated
8. 8
   その他The residue is crystallized from ethanol
9. 9
   ろ過The product is filtered off
10. 10
    洗浄washed with ethanol and with 2,2'-oxybispropane
11. 11
    その他dried

実験手順

A mixture of 4.1 parts of 5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-methyl-1H-benzimidazol-2-amine, 1 part of 1-isocyanatobutane and 180 parts of tetrahydrofuran is stirred and refluxed over week-end. After cooling to room temperature, the reaction mixture is filtered and the filtrate is evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from ethanol. The product is filtered off, washed with ethanol and with 2,2'-oxybispropane, and dried, yielding 3.4 parts (66.7%) of N-butyl-N'-{5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-methyl-1H-benzimidazol-2-yl}urea; mp. 195.8° C.

出典