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

HRID 2309159Notes

Reaction equation

HRID 2309159 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-difluoromethoxyphenyl-sulfonyl)-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 2N 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-fdef47e5179d4677bb1fa5c143c3193e
Source dataset
uspto-grants-1987_09
Patent number
US04693741

Reaction notes

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