Sodium methanethiolate → 6-Methyl-4-(methylthio)furo[2,3-d]pyrimidine

HRID 32534Notes

Reaction equation

HRID 32534 reaction equation
[CH3:1][C:2]1[O:11][C:5]2[N:6]=[CH:7][N:8]=[C:9](Cl)[C:4]=2[CH:3]=1.[CH3:12][S-:13].[Na+]>C(#N)C>[CH3:1][C:2]1[O:11][C:5]2[N:6]=[CH:7][N:8]=[C:9]([S:13][CH3:12])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 189930284-Chloro-6-methylfuro[2,3-d]pyrimidine

Product 1

HCID 179658146-Methyl-4-(methylthio)furo[2,3-d]pyrimidineYield 90%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 6-methyl-4-chlorofuro[2,3-d]pyrimidine (U.S. Pat. No. 3,577,420, example IG) (219 mg) in acetonitrile (25 mL) was heated under reflux with sodium thiomethoxide (190 mg) for 16 hours. The mixture was filtered and the solids washed with acetonitrile. Evaporation of the solvent afforded the title compound as a white solid (230 mg, 90%);

Workup

  1. filtrationThe mixture was filtered
  2. washthe solids washed with acetonitrile
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-69b889d0d7d7475b9bcc72634c317de5
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

Loading…