Water → HCID 53871175, compound

HRID 848835Notes

Reaction equation

HRID 848835 reaction equation
Cl[C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[SH:16][CH2:17][CH:18]([CH2:20][OH:21])[OH:19].C(=O)([O-])[O-].[K+].[K+].O>CC(N(C)C)=O>[OH:19][CH:18]([CH2:20][OH:21])[CH2:17][S:16][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7291ThioglycerolHCID 86534-ChlorobenzophenoneHCID 11430Potassium Carbonate

Product 1

HCID 53871175HCID 53871175, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

14.0 g (0.07 mol) of 4-chlorobenzophenone, 10.0 g (0.93 mol) of 1-thioglycerol and 28.5 g (0.21 mol) of potassium carbonate in 60 ml of dimethylacetamide are kept at 110° C. for 6 hours, under N2 gas and with stirring. After cooling, the reaction mixture is poured into 200 ml of water. The crude product, which is obtained in the form of an oil, is taken up in ethyl acetate, the solution is washed with water until neutral, dried over K2CO3 and concentrated, isopropanol is poured over the concentrate and the resulting mixture is stirred. The product, which is obtained in the form of crystals, is filtered off. 9.4 g (47%); melting point 86°-88° C.

Workup

  1. temperatureAfter cooling

Sources & evidence

ORD record
ord-b16a223e0ba84ab59f7f53f99630190c
Source dataset
uspto-grants-1981_10
Patent number
US04297513

Reaction notes

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