2,6-Dimethoxy-4-aminopyrimidine → N-[(2,6-dimethoxypyrimidin-4-yl)aminocarbonyl]-2-chlorobenzenesulfonamide

HRID 27343

Reaction equation

HRID 27343 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[N:5]=[C:4]([O:10][CH3:11])[N:3]=1.[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19]([N:22]=[C:23]=[O:24])(=[O:21])=[O:20]>C(Cl)Cl>[CH3:11][O:10][C:4]1[N:3]=[C:2]([NH:1][C:23]([NH:22][S:19]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[Cl:12])(=[O:20])=[O:21])=[O:24])[CH:7]=[C:6]([O:8][CH3:9])[N:5]=1

Participants

4

Reactant 2

HCID 767892,6-Dimethoxy-4-aminopyrimidineHCID 174071Benzenesulfonyl isocyanate, 2-chloro-

Product 1

HCID 23342473N-[(2,6-dimethoxypyrimidin-4-yl)aminocarbonyl]-2-chlorobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 1.10 g of 4-amino-2,6-dimethoxypyrimidin in 40 ml methylene chloride at ambient temperature and pressure was added 1.60 g of 2-chlorobenzenesulfonylisocyanate. The reaction was stirred 30 minutes and then refluxed an additional 15 minutes. Volatiles were removed under reduced pressure and the solid thereby obtained was washed with a little diethyl ether; yield 2.30 g, m.p. 193°-196°.

Workup

  1. temperaturerefluxed an additional 15 minutes
  2. customVolatiles were removed under reduced pressure
  3. customthe solid thereby obtained
  4. washwas washed with a little diethyl ether

Sources & evidence

ORD record
ord-dc0ef96fde264f85bd4f5a6f0715efca
Source dataset
uspto-grants-1980_09
Patent number
US04221585

Linked notes

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