Methanethiol → HCID 58970391, compound

HRID 1678045Notes

Reaction equation

HRID 1678045 reaction equation
Cl[CH:2]([C:4]1[N:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([O:12][CH3:13])[N:5]=1)[CH3:3].[Na].[CH3:15][SH:16].O>CN(C=O)C>[CH3:15][S:16][CH:2]([C:4]1[N:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([O:12][CH3:13])[N:5]=1)[CH3:3]

Participants

6

Reactant 4

HCID 878MethanethiolHCID 962WaterHCID 5360545SodiumHCID 58970392HCID 58970392, compound

Product 1

HCID 58970391HCID 58970391, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

2-(1-Chloroethyl)-4,6-dimethoxypyrimidine 15.5 g (76.5 mmol) was dissolved in DMF 200 ml and sodium salt of methylmercaptan 5.4 g (76.5 mmol) was added thereto at room temperature. The solution was stirred at 50° C. for 1 hour. The reaction solution was poured into water and extracted with ethyl acetate. The solvent was distilled off and the residue was purified with column chromatography (hexane/ethyl acetate=5/1) to obtain 2-(1-methylthioethyl)-4,6-dimethoxypyrimidine 14.8 g (90%).

Workup

  1. customat room temperature
  2. extractionextracted with ethyl acetate
  3. distillationThe solvent was distilled off
  4. customthe residue was purified with column chromatography (hexane/ethyl acetate=5/1)

Sources & evidence

ORD record
ord-829315c078c2458eac85f88329381094
Source dataset
uspto-grants-2011_08
Patent number
US08008484B2

Reaction notes

Loading…