1,4-Butane sultone → 1-Ethyl-2-methyl-3-(4'-sulphobutyl)-5-cyano-benzimidazole

HRID 461298Notes

Reaction equation

HRID 461298 reaction equation
[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]#[N:13])=[CH:11][C:6]=2[N:5]=[C:4]1[CH3:14])[CH3:2].[CH2:15]1[CH2:22][O:21][S:18](=[O:20])(=[O:19])[CH2:17][CH2:16]1>>[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]#[N:13])=[CH:11][C:6]=2[N:5]([CH2:22][CH2:15][CH2:16][CH2:17][S:18]([OH:21])(=[O:20])=[O:19])[CH:4]1[CH3:14])[CH3:2]

Participants

3

Reactant 2

HCID 154111,4-Butane sultoneHCID 7223851-Ethyl-2-methyl-1H-benzimidazole-5-carbonitrile

Product 1

HCID 213931001-Ethyl-2-methyl-3-(4'-sulphobutyl)-5-cyano-benzimidazoleYield 72%

Procedure

18.6 g (0.1 mole) of compound V and an equimolar amount of 1,4-butanesultone were heated at 140° C for 4 h, then washed with acetone and dried. Melting point: over 260° C. Yield: 72% (23 g).

Workup

  1. washwashed with acetone
  2. customdried
  3. customover 260° C

Sources & evidence

ORD record
ord-83d2036f57d44500adaf360b404c29e9
Source dataset
uspto-grants-1977_12
Patent number
US04062682

Reaction notes

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