N-(3-cyanomethoxyphenyl)methanesulfonamide → N-(3-chloro-5-cyanomethyl-2-methylphenyl) methanesulfonamide

HRID 1106758Notes

Reaction equation

HRID 1106758 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11]#[N:12])[CH:5]=[C:6]([Cl:9])[C:7]=1[CH3:8].C(COC1C=C(N[S:24]([CH3:27])(=[O:26])=[O:25])C=CC=1)#N.NC1C=C(C=CC=1)OCC#N>>[Cl:9][C:6]1[C:7]([CH3:8])=[C:2]([NH:1][S:24]([CH3:27])(=[O:26])=[O:25])[CH:3]=[C:4]([CH2:10][C:11]#[N:12])[CH:5]=1

Participants

4

Reactant 3

HCID 18789601N-(3-cyanomethoxyphenyl)methanesulfonamideHCID 187896992-(3-Aminophenoxy)acetonitrileHCID 54396229(3-Amino-5-chloro-4-methylphenyl) acetonitrile

Product 1

HCID 53903521N-(3-chloro-5-cyanomethyl-2-methylphenyl) methanesulfonamide

Procedure

N-(3-chloro-5-cyanomethyl-2-methylphenyl) methanesulfonamide was prepared from (3-amino-5-chloro-4-methylphenyl) acetonitrile in a manner similar to that described in Example 1 for the preparation of N-(3-cyanomethoxyphenyl)-methanesulfonamide from (3-aminophenoxy)-acetonitrile.

Sources & evidence

ORD record
ord-a2c6a46cfcde4a0e9df01dc3b8088c77
Source dataset
uspto-grants-2000_05
Patent number
US06057349

Reaction notes

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