Sodium methanethiolate → HCID 23078269, compound

HRID 228892Notes

Reaction equation

HRID 228892 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH3:13])[N:9]=[CH:8][N:7]=[CH:6]2.C[S-].[Na+]>CN(C)C=O>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH3:13])[N:9]=[CH:8][N:7]=[CH:6]2

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 23078350HCID 23078350, compound

Product 1

HCID 23078269HCID 23078269, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

6-Methoxy-7-methyl-quinazoline (94 mg) was dissolved in N,N-dimethylformamide (5 ml) to prepare a solution, sodium thiomethoxide (376 mg) was added to the solution, and the mixture was stirred at 140° C. for one hr. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give 6-hydroxy-7-methyl-quinazoline (64 mg, yield 73%).

Workup

  1. additionwas added to the solution
  2. customThe solvent was removed by distillation under the reduced pressure
  3. customthe residue was purified by thin layer chromatography

Sources & evidence

ORD record
ord-56647cf1776b4903929cb1d6c2dc1d88
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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