Water → HCID 54442302, compound

HRID 848836Notes

Reaction equation

HRID 848836 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.[CH3:16][N:17]([CH3:21])[CH2:18][CH2:19][SH:20].C(=O)([O-])[O-].[K+].[K+].O>CC(N(C)C)=O.CCOCC>[CH3:16][N:17]([CH3:21])[CH2:18][CH2:19][S:20][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

7

Reactant 4

HCID 962WaterHCID 86534-ChlorobenzophenoneHCID 11430Potassium CarbonateHCID 25799Captamine

Product 1

HCID 54442302HCID 54442302, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 31374DimethylacetamideSolvent

Procedure

12.85 g (0.064 mol) of 4-chlorobenzophenone, 13.6 g (0.13 mol) of 2-dimethylaminoethanethiol and 27.6 g (0.2 mol) of potassium carbonate in 100 ml of dimethylacetamide are kept at 100° C. for 12 hours, under N2 gas and with stirring. After cooling, the reaction mixture is poured into 200 ml of water. The oil which separates out is taken up in ether. The crude product is purified by means of hydrochloric acid extract and a bulb tube distillation (bath 200°-220° C./0.01 mm Hg). 10.2 g (59%) of product in the form of an oil are obtained.

Workup

  1. temperatureAfter cooling
  2. customThe crude product is purified by means of hydrochloric acid
  3. extractionextract
  4. distillationa bulb tube distillation (bath 200°-220° C./0.01 mm Hg)

Sources & evidence

ORD record
ord-4036d00be96e49978f743b894458b9a8
Source dataset
uspto-grants-1981_10
Patent number
US04297513

Reaction notes

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