1,4-Dioxane → HCID 20261069, compound

HRID 1632898Notes

Reaction equation

HRID 1632898 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]=[C:12]=[O:13])(=[O:10])=[O:9].[NH2:14][C:15]1N=[C:19]([O:21][CH:22]([F:24])[F:23])[CH:18]=[C:17]([CH3:25])[N:16]=1.O1CCOC[CH2:27]1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH:11][C:12]([NH:14][C:15]1[CH:27]=[C:19]([O:21][CH:22]([F:24])[F:23])[CH:18]=[C:17]([CH3:25])[N:16]=1)=[O:13])(=[O:10])=[O:9]

Participants

4

Reactant 3

HCID 312751,4-DioxaneHCID 174071Benzenesulfonyl isocyanate, 2-chloro-HCID 28173904-(Difluoromethoxy)-6-methylpyrimidin-2-amine

Product 1

HCID 20261069HCID 20261069, compoundYield 49.9%

Procedure

A solution of 4.9 g (0.0225 mole) of 2-chlorophenylsulfonyl isocyanate and 3.5 g (0.02 mole) of 2-amino-4-difluoromethoxy-6-methylpyrimidine in 70 ml of dioxan is stirred for 2 hours at 60°-70° C. The reaction mixture is filtered and the filtrate is concentrated. The residue is triturated with ether to give 3.8 g (49.9% of theory) of N-(2-chlorophenylsulfonyl)-N'-(4-difluoromethoxy-6-methylpyridin-2-yl)urea with a melting point of 169°-170° C.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated
  3. customThe residue is triturated with ether

Sources & evidence

ORD record
ord-ba397eb2436f4cac995e066ee2e6835a
Source dataset
uspto-grants-1984_10
Patent number
US04478635

Reaction notes

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