2,2,2-Trifluoroethanol → HCID 54181389, compound

HRID 463952Notes

Reaction equation

HRID 463952 reaction equation
[F:1][CH:2]([F:26])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:13][C:14]([NH:16][C:17]1[N:22]=[C:21](Cl)[N:20]=[C:19]([O:24][CH3:25])[N:18]=1)=[O:15])(=[O:12])=[O:11].O1CCOCC1.[F:33][C:34]([F:38])([F:37])[CH2:35][OH:36].C(=O)([O-])[O-].[K+].[K+]>O>[F:26][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:13][C:14]([NH:16][C:17]1[N:18]=[C:19]([O:24][CH3:25])[N:20]=[C:21]([O:36][CH2:35][C:34]([F:38])([F:37])[F:33])[N:22]=1)=[O:15])(=[O:12])=[O:11]

Participants

6

Reactant 4

HCID 64092,2,2-TrifluoroethanolHCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 13729470N-(2-difluoromethoxyphenylsulfonyl)-N'-(4-chloro-6-methoxy-1,3,5-triazin-2-yl)-urea

Product 1

HCID 54181389HCID 54181389, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 8.2 g of N-(2-difluoromethoxyphenylsulfonyl)-N'-(4-chloro-6-methoxy-1,3,5-triazin-2-yl)-urea, 60 ml of dioxane, 20 ml of 2,2,2-trifluoroethanol and 5.5 g of potassium carbonate is stirred at 55°-60° for 12 hours and then taken up in 300 ml of water and filtered over active charcoal. After the mixture has been acidified with 2 N hydrochloric acid, the product precipitates and is separated off by filtration. Yield: 7.7 g of N-(2-difluoromethoxyphenyl-sulfonyl)-N'-[4-methoxy-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]-urea of melting point 155°-157°.

Workup

  1. filtrationfiltered over active charcoal
  2. customthe product precipitates
  3. customis separated off by filtration

Sources & evidence

ORD record
ord-6b5e59cef2e1406eaf16c3d91fd2bf79
Source dataset
uspto-grants-1985_10
Patent number
US04545811

Reaction notes

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