Thionyl Chloride → 7-methyl-9-oxo-thioxanthene-3-carbonyl Chloride

HRID 1427170Notes

Reaction equation

HRID 1427170 reaction equation
[CH3:1][C:2]1[CH:15]=[C:14]2[C:5]([S:6][C:7]3[CH:8]=[C:9]([C:17]([OH:19])=O)[CH:10]=[CH:11][C:12]=3[C:13]2=[O:16])=[CH:4][CH:3]=1.S(Cl)([Cl:22])=O>C1(C)C=CC=CC=1.CN(C=O)C>[CH3:1][C:2]1[CH:15]=[C:14]2[C:5]([S:6][C:7]3[CH:8]=[C:9]([C:17]([Cl:22])=[O:19])[CH:10]=[CH:11][C:12]=3[C:13]2=[O:16])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24386Thionyl Chloride2×HCID 108259057-Methyl-9-oxothioxanthene-3-carboxylic acid

Product 1

HCID 108509407-methyl-9-oxo-thioxanthene-3-carbonyl Chloride

Reagents, catalysts & solvents 2

HCID 1140TolueneCatalystHCID 6228DimethylformamideSolvent

Procedure

8 g of 7-methyl-9-oxo-thioxanthene-3-carboxylic acid are suspended in 100 ml of toluene containing 7 drops of DMF and 7.2 g of thionyl chloride. The temperature is kept at 75-80° C. and the solution is stirred for approximately 1 hour. The reaction is completed by adding a further 2 g of SOCl2 and stirring for another ½ hour.

Workup

  1. customis kept at 75-80° C.
  2. stirringstirring for another ½ hour

Sources & evidence

ORD record
ord-2919c2f816284fa2933ec58e9e82e889
Source dataset
uspto-grants-2015_01
Patent number
US08933142B2

Reaction notes

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