Thionyl Chloride → HCID 22170051, compound

HRID 1822785Notes

Reaction equation

HRID 1822785 reaction equation
[CH:1]1([O:7][CH2:8][C:9]2[N:14]=[C:13]([S:15][CH3:16])[NH:12][C:11](=O)[CH:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:20])=O>ClCCl.CN(C)C=O>[Cl:20][C:11]1[CH:10]=[C:9]([CH2:8][O:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[N:14]=[C:13]([S:15][CH3:16])[N:12]=1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 135788279HCID 135788279, compound

Product 1

HCID 22170051HCID 22170051, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 6-cyclohexyloxymethyl-2-methylsulfanyl-3H-pyrimidin-4-one (20 mg) in dichloromethane (2 mL) and dimethylformamide (catalytic amount) was added thionyl chloride (47 mg). The mixture was heated at reflux for 1.5 h. The solvent was removed under vacuum to give 4-chloro-6-cyclohexyloxymethyl-2-methylsulfanylpyrimidine, which was used in the next reaction without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1.5 h
  3. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-e321b9ba08324904b5db5afa0caadf44
Source dataset
uspto-grants-2006_05
Patent number
US07037916B2

Reaction notes

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