N-bromobutanimide → HCID 53696022, compound

HRID 330456Notes

Reaction equation

HRID 330456 reaction equation
[F:1][CH:2]([F:28])[O:3][C:4]1[CH:27]=[CH:26][CH:25]=[CH:24][C:5]=1[CH2:6][S:7]([NH:10][C:11]([NH:13][C:14]1[N:19]=[C:18]([O:20][CH3:21])[CH:17]=[C:16]([O:22][CH3:23])[N:15]=1)=[S:12])(=[O:9])=[O:8].BrN1C(=O)CCC1=O>CO>[CH3:21][O:20][C:18]1[CH:17]=[C:16]([O:22][CH3:23])[N:15]2[S:12][C:11](=[N:10][S:7]([CH2:6][C:5]3[CH:24]=[CH:25][CH:26]=[CH:27][C:4]=3[O:3][CH:2]([F:1])[F:28])(=[O:9])=[O:8])[N:13]=[C:14]2[N:19]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 14275725HCID 14275725, compound

Product 1

HCID 53696022HCID 53696022, compoundYield 60.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 0.5 g of N-(2-difluoromethoxybenzyl) sulfonyl-N'-(4,6-dimethoxy-2-pyrimidinyl)thiourea in 20 ml of methanol is added 0.2 g of N-bromosuccinimide with stirring under ice cooling. After stirring for 30 minutes at the same temperature and further for an hour at room temperature, the crystals are collected by filtration, washed with methanol, and recrystallized from acetonitrile to give 0.3 g of the title compound as white crystals.

Workup

  1. stirringAfter stirring for 30 minutes at the same temperature and further for an hour at room temperature
  2. filtrationthe crystals are collected by filtration
  3. washwashed with methanol
  4. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-f7f571e82814401dbe8838bbd5945e7e
Source dataset
uspto-grants-1990_01
Patent number
US04897105

Reaction notes

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