Dimethylsulphamoyl chloride → 4-[Ethoxy(diphenyl)methyl]-N,N,5-trimethyl-1H-imidazole-1-sulfonamide
Reaction equation
CC1NC=NC=1C(OCC)=O.C1([Mg]Br)C=CC=CC=1.[CH2:20]([O:22][C:23]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:24]1[N:25]=[CH:26][NH:27][C:28]=1[CH3:29])[CH3:21].[CH3:42][N:43]([CH3:48])[S:44](Cl)(=[O:46])=[O:45]>>[CH3:42][N:43]([CH3:48])[S:44]([N:27]1[C:28]([CH3:29])=[C:24]([C:23]([O:22][CH2:20][CH3:21])([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[N:25]=[CH:26]1)(=[O:46])=[O:45]Participants
5
Procedure
Ethyl 5-methylimidazole-4-carboxylate was converted by a Grignard reaction, using phenylmagnesium bromide, to 4-[ethoxy(diphenyl)methyl]-5-methylimidazole, m.p. 205°. This was then treated with dimethylsulphamoyl chloride in a similar manner to that described in Example 1, to give 1-dimethylsulphamoyl-4-[ethoxy(diphenyl)methyl)-5-methylimidazole, m.p. 150°.
Sources & evidence
- ORD record
- ord-522f1d64b4dc49f99eed7e9ba9e14333
- Source dataset
- uspto-grants-1991_09
- Patent number
- US05045557
Reaction notes
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