2-(3-Aminophenoxy)acetonitrile → N-[3-chloro-5-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2-methylphenyl]methanesulfonamide hydrochloride

HRID 618251Notes

Reaction equation

HRID 618251 reaction equation
[Cl:1][C:2]1[C:3]([CH3:16])=[C:4]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:5]=[C:6]([CH2:8][C:9]#[N:10])[CH:7]=1.Cl.[NH:18]1CCN=[C:19]1[CH2:23]OC1C=C(NS(C)(=O)=O)C=CC=1.NC1C=C(C=CC=1)OCC#N>>[ClH:1].[Cl:1][C:2]1[C:3]([CH3:16])=[C:4]([NH:11][S:12]([CH3:15])(=[O:13])=[O:14])[CH:5]=[C:6]([CH2:8][C:9]2[NH:18][CH2:19][CH2:23][N:10]=2)[CH:7]=1

Participants

4

Reactant 3

HCID 187896992-(3-Aminophenoxy)acetonitrileHCID 18789725HCID 18789725, compoundHCID 53903521N-(3-chloro-5-cyanomethyl-2-methylphenyl) methanesulfonamide

Product 1

HCID 18789717N-[3-chloro-5-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2-methylphenyl]methanesulfonamide hydrochloride

Procedure

N-[3-chloro-5-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2-methylphenyl]methanesulfonamide hydrochloride (mp 256.2-256.7° C.) was prepared from N-(3-chloro-5-cyanomethyl-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-3d03f158ac544cda9c00f34c75596ca2
Source dataset
uspto-grants-1999_09
Patent number
US05952362

Reaction notes

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