Water → HCID 23460514, compound

HRID 1414561Notes

Reaction equation

HRID 1414561 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:18])[C:7]3[C:12]([O:13][C:14]=2[CH:15]=1)=[C:11]([O:16][CH3:17])[CH:10]=[CH:9][CH:8]=3.[CH3:19][S-:20].[Na+].O>CN(C)C=O>[CH3:17][O:16][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:12]=1[O:13][C:14]1[CH:15]=[C:2]([S:20][CH3:19])[CH:3]=[CH:4][C:5]=1[C:6]2=[O:18]

Participants

5

Reactant 3

HCID 962WaterHCID 4378561Sodium methanethiolateHCID 234605153-Chloro-5-methoxyxanthone

Product 1

HCID 23460514HCID 23460514, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A suspension of 3-chloro-5-methoxyxanthone (5 g.) in dimethylformamide is added to a solution of excess sodium thiomethoxide in dimethylformamide (prepared from methyl mercaptan and sodium hydride). After 1 hour the reaction mixture is poured into water and extracted with ether, giving on evaporation 5-methoxy-3-(methylthio)xanthone, m.p. 201°-203° C. on recrystallisation from methanol.

Workup

  1. extractionextracted with ether

Sources & evidence

ORD record
ord-125d0a1751874a138680e288807ca6ec
Source dataset
uspto-grants-1977_01
Patent number
US04001419

Reaction notes

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