Water → HCID 54297194, compound

HRID 1277850Notes

Reaction equation

HRID 1277850 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([CH3:16])[CH:10]=2)=[CH:4][CH:3]=1.[SH:18][CH2:19][CH2:20][OH:21].C([O-])([O-])=O.[K+].[K+].O>CC(N(C)C)=O>[OH:21][CH2:20][CH2:19][S:18][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([CH3:16])[CH:10]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 15672-MercaptoethanolHCID 11430Potassium CarbonateHCID 27574824-Chloro-3',4'-dimethylbenzophenone

Product 1

HCID 54297194HCID 54297194, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

12.2 g (0.05 mol) of 4'-chloro-3,4-dimethylbenzophenone and 4.3 g (0.055 mol) of 2-mercaptoethanol in 50 ml of dimethylacetamide are heated to 95° under nitrogen. 13.8 g (0.1 mol) of calcined K2CO3 are then added. The suspension is kept at 90°-100° C. for 6 hours. 100 ml of water are poured over the resulting reaction mixture and the mixture is extracted with ether. The ether layer is washed with water, dried over Na2SO4 and concentrated. The crystals obtained are recrystallised from methanol and dried in vacuo at 60° C. Yield: 10.1 g (71%). Melting point 92°-93° C.

Workup

  1. extractionthe mixture is extracted with ether
  2. washThe ether layer is washed with water
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customThe crystals obtained
  6. customare recrystallised from methanol
  7. customdried in vacuo at 60° C

Sources & evidence

ORD record
ord-10ed8ce58d234282adf42f93a61b5743
Source dataset
uspto-grants-1981_07
Patent number
US04279721

Reaction notes

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