p-Toluenesulfonic acid → 1-Dimethylaminosulfonyl-2-amino-6-(alpha-isopropylidenbenzyl)benzimidazole

HRID 1759000Notes

Reaction equation

HRID 1759000 reaction equation
[CH3:1][N:2]([CH3:27])[S:3]([N:6]1[C:10]2[CH:11]=[C:12]([C:15]([CH:23]([CH3:25])[CH3:24])(O)[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[NH2:26])(=[O:5])=[O:4].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)(Cl)Cl>[CH3:27][N:2]([CH3:1])[S:3]([N:6]1[C:10]2[CH:11]=[C:12]([C:15](=[C:23]([CH3:24])[CH3:25])[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[NH2:26])(=[O:4])=[O:5]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 204904581-Dimethylaminosulfonyl-2-amino-6-(alpha-isopropyl-alpha-hydroxybenzyl)benzimidazole

Product 1

HCID 204904571-Dimethylaminosulfonyl-2-amino-6-(alpha-isopropylidenbenzyl)benzimidazole

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

When the procedure of Example 72 was repeated using 1.2 g. (3.2 mmoles) of 1-dimethylaminosulfonyl-2-amino-6-(α-isopropyl-α-hydroxybenzyl)benzimidazole, 750 mg. of p-toluenesulfonic acid, and 100 ml. of chloroform, there was obtained 1-dimethylaminosulfonyl-2-amino-6-(α-isopropylidenbenzyl)benzimidazole.

Sources & evidence

ORD record
ord-594c6c85a1274a05b4a04235913174ec
Source dataset
uspto-grants-1982_07
Patent number
US04338329

Reaction notes

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