Water → HCID 14276129, compound

HRID 1165200Notes

Reaction equation

HRID 1165200 reaction equation
[Br:1][C:2]1[C:3](=[O:11])[N:4]([CH3:10])[C:5]([CH3:9])=[N:6][C:7]=1Cl.[CH3:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][SH:18])=[CH:15][CH:14]=1.C(=O)([O-])[O-].[Na+].[Na+].O>CO>[Br:1][C:2]1[C:3](=[O:11])[N:4]([CH3:10])[C:5]([CH3:9])=[N:6][C:7]=1[S:18][CH2:17][C:16]1[CH:19]=[CH:20][C:13]([CH3:12])=[CH:14][CH:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 782524-Methylbenzyl mercaptanHCID 15058926HCID 15058926, compound

Product 1

HCID 14276129HCID 14276129, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 10 ml of methanol were dissolved 0.59 g of 5-bromo-6-chloro-2,3-dimethyl-4(3H)-pyrimidinone and 0.35 g of 4-methylbenzyl mercaptan and then 0.25 g of sodium carbonate was added thereto. The resulting mixture was stirred for 3 hours at room temperature. The solution thus obtained was poured into water and extracted with benzene. The extract was washed with water and dried over anhydrous sodium sulfate. Solvent was distilled off therefrom under reduced pressure to give an oil. The oil thus obtained was purified by means of column chromatography (on silica gel, eluting with benzene) to give 0.72 g of the intended product.

Workup

  1. customThe solution thus obtained
  2. extractionextracted with benzene
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationSolvent was distilled off
  6. customunder reduced pressure to give an oil
  7. customThe oil thus obtained
  8. customwas purified by means of column chromatography (on silica gel, eluting with benzene)

Sources & evidence

ORD record
ord-54ef283b8cc243b79136481e824d1196
Source dataset
uspto-grants-1990_03
Patent number
US04908379

Reaction notes

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