HCID 12811298, compound → 1-Dimethylaminosulfonyl-2-amino-6-(alpha-isopropyl-alpha-hydroxybenzyl)benzimidazole

HRID 46705Notes

Reaction equation

HRID 46705 reaction equation
[CH3:1][N:2]([CH3:24])[S:3]([N:6]1[C:10]2[CH:11]=[C:12]([C:15](=[O:22])[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[NH2:23])(=[O:5])=[O:4].[CH:25]([Mg]Cl)([CH3:27])[CH3:26]>O1CCCC1>[CH3:1][N:2]([CH3:24])[S:3]([N:6]1[C:10]2[CH:11]=[C:12]([C:15]([CH:25]([CH3:27])[CH3:26])([OH:22])[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[NH2:23])(=[O:4])=[O:5]

Participants

4

Reactant 2

HCID 12811298HCID 12811298, compoundHCID 178418918HCID 178418918, compound

Product 1

HCID 204904581-Dimethylaminosulfonyl-2-amino-6-(alpha-isopropyl-alpha-hydroxybenzyl)benzimidazoleYield 65%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

When the procedure of Example 71 was repeated using 4.1 g. (12 mmole) of 1-dimethylaminosulfonyl-2-amino-6-benzoylbenzimidazole in 180 ml. of tetrahydrofuran, 100 ml. tetrahydrofuran, and 28.6 ml. (60 mmole) of isopropyl magnesium chloride in 100 ml. of tetrahydrofuran, there was obtained 1-dimethylaminosulfonyl-2-amino-6-(α-isopropyl-α-hydroxybenzyl)benzimidazole, yield 65%.

Sources & evidence

ORD record
ord-718240ed07424b02b0e44cb760447861
Source dataset
uspto-grants-1979_11
Patent number
US04174454

Reaction notes

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