Potassium Carbonate → HCID 23313832, compound

HRID 745610Notes

Reaction equation

HRID 745610 reaction equation
[C:1]([S:4][CH2:5][CH2:6][C:7](Cl)=[O:8])(=[O:3])[CH3:2].[CH3:10][C:11]1([CH3:23])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]1[C:20]([NH2:22])=[O:21].C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[C:1]([S:4][CH2:5][CH2:6][C:7]([N:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:11]([CH3:10])([CH3:23])[CH:12]1[C:20]([NH2:22])=[O:21])=[O:8])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2755910HCID 2755910, compoundHCID 129431223-(Acetylsulfanyl)propanoyl chloride

Product 1

HCID 23313832HCID 23313832, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

The solution of 0.052 g of 3-acetylthiopropanoyl chloride in 1 ml of methylene chloride is added slowly to the mixture of 60 mg of 3,3-dimethylindoline-2-carboxamide, 87 mg of potassium carbonate and 9 ml of methylene chloride. The mixture is stirred at room temperature overnight, diluted with methylene chloride and filtered. The filtrate is washed with saturated aqueous sodium bicarbonate, water, 0.5N hydrochloric acid and water, dried, evaporated and the residue crystallized from diethyl ether, to yield the 1-(3-acetylthiopropanoyl)-3,3-dimethylindoline-2-carboxamide melting at 156°-158°.

Workup

  1. filtrationfiltered
  2. washThe filtrate is washed with saturated aqueous sodium bicarbonate, water, 0.5N hydrochloric acid and water
  3. customdried
  4. customevaporated
  5. customthe residue crystallized from diethyl ether

Sources & evidence

ORD record
ord-5c1f2699cf4a4dd5a24c1ab3b6187bea
Source dataset
uspto-grants-1986_07
Patent number
US04599357

Reaction notes

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