4,6-Dichloro-5-(4-methoxyphenyl)pyrimidine → N-[6-chloro-5-(p-methoxyphenyl)-4-pyrimidinyl]-p-methoxybenzenesulfonamide

HRID 326710Notes

Reaction equation

HRID 326710 reaction equation
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)=[C:6]([Cl:16])[N:5]=[CH:4][N:3]=1.[K].[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([NH2:29])(=[O:28])=[O:27])=[CH:22][CH:21]=1>CN(C)C=O>[Cl:16][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:29][S:26]([C:23]2[CH:22]=[CH:21][C:20]([O:19][CH3:18])=[CH:25][CH:24]=2)(=[O:27])=[O:28])[C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 197354584,6-Dichloro-5-(4-methoxyphenyl)pyrimidineHCID 67861510p-Methoxybenzenesulfonamide potassium

Product 1

HCID 19735332N-[6-chloro-5-(p-methoxyphenyl)-4-pyrimidinyl]-p-methoxybenzenesulfonamideYield 85%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 510 mg of 4,6-dichloro-5-(p-methoxyphenyl)pyrimidine and 680 mg of p-methoxybenzenesulfonamide potassium in 3 ml of dimethylformamide was heated at 130° C. for 1 hour. After working-up the reaction mixture, there were obtained 690 mg of N-[6-chloro-5-(p-methoxyphenyl)-4-pyrimidinyl]-p-methoxybenzenesulfonamide, melting point 165°-167° C.

Sources & evidence

ORD record
ord-ef826bf849a543819c621b91bbb063fc
Source dataset
uspto-grants-1993_12
Patent number
US05270313

Reaction notes

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