Bromine → HCID 54180835, compound

HRID 330455Notes

Reaction equation

HRID 330455 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:26]=[CH:25][CH:24]=[CH:23][C:4]=1[CH2:5][S:6]([NH:9][C:10]([NH:12][C:13]1[N:18]=[C:17]([O:19][CH3:20])[CH:16]=[C:15]([O:21][CH3:22])[N:14]=1)=[S:11])(=[O:8])=[O:7].BrBr>CO>[CH3:20][O:19][C:17]1[CH:16]=[C:15]([O:21][CH3:22])[N:14]2[S:11][C:10](=[N:9][S:6]([CH2:5][C:4]3[CH:23]=[CH:24][CH:25]=[CH:26][C:3]=3[C:2]([F:27])([F:1])[F:28])(=[O:7])=[O:8])[N:12]=[C:13]2[N:18]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 14275724HCID 14275724, compound

Product 1

HCID 54180835HCID 54180835, compoundYield 80.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A suspension of 1.0 g of N-(2-trifluoromethylbenzyl) sulfonyl-N'-(4,6-dimethoxy-2-pyrimidinyl)thiourea in 20 ml of methanol is cooled at -10°~-5° C., and a solution of 0.12 ml of bromine in 1 ml of methanol is dropwise added to the solution. The temperature of the mixture is gradually raised to room temperature and the mixture is stirred for 2 hours. The crystals are collected by filtration, washed with methanol, dried and recrystallized from acetonitrile to give 0.8 g of the title compound as white crystals.

Workup

  1. temperatureis cooled at -10°~-5° C.
  2. filtrationThe crystals are collected by filtration
  3. washwashed with methanol
  4. customdried
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-e3fb0a326d244b4e974148f7a9c2d049
Source dataset
uspto-grants-1990_01
Patent number
US04897105

Reaction notes

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