2-(3-Aminophenoxy)acetonitrile → Dabuzalgron hydrochloride

HRID 1106728Notes

Reaction equation

HRID 1106728 reaction equation
[Cl:1][C:2]1[C:7]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])=[C:6]([CH3:13])[C:5]([O:14][CH2:15][C:16]#[N:17])=[CH:4][CH:3]=1.Cl.[NH:19]1CCN=[C:20]1[CH2:24]OC1C=C(NS(C)(=O)=O)C=CC=1.NC1C=C(C=CC=1)OCC#N>>[ClH:1].[Cl:1][C:2]1[C:7]([NH:8][S:9]([CH3:12])(=[O:10])=[O:11])=[C:6]([CH3:13])[C:5]([O:14][CH2:15][C:16]2[NH:19][CH2:20][CH2:24][N:17]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 187896992-(3-Aminophenoxy)acetonitrileHCID 18789704HCID 18789704, compoundHCID 18789725HCID 18789725, compound

Product 1

HCID 219093Dabuzalgron hydrochloride

Procedure

N-[6-chloro-3-(4,5-dihydro-1H-imidazol-2-ylmethoxy)-2-methylphenyl]-methanesulfonamide hydrochloride was prepared from N-(6-chloro-3-cyanomethoxy-2-methylphenyl)-methanesulfonamide in a manner similar to that described in Example 1 for the preparation of N-[3-(4,5-dihydro-1H-imidazol-2-ylmethoxy)phenyl] methanesulfonamide hydrochloride from (3-aminophenoxy)acetonitrile.

Sources & evidence

ORD record
ord-4824439ddd5e40b3b6f21fc1d64c628a
Source dataset
uspto-grants-2000_05
Patent number
US06057349

Reaction notes

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