Potassium Carbonate → HCID 86740888, compound

HRID 745597Notes

Reaction equation

HRID 745597 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][C:9]([CH:11]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12]1)=[O:10].[C:20]([S:23][CH2:24][CH2:25][C:26](Cl)=[O:27])(=[O:22])[CH3:21]>C(Cl)Cl>[CH3:7][O:8][C:9]([CH:11]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]1[C:26](=[O:27])[CH2:25][CH2:24][S:23][C:20](=[O:22])[CH3:21])=[O:10]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2794655Methyl indoline-2-carboxylateHCID 129431223-(Acetylsulfanyl)propanoyl chloride

Product 1

HCID 86740888HCID 86740888, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

To the mixture of 7.8 g of powdered potassium carbonate, 5.0 g of indoline-2-carboxylic acid methyl ester and 50 ml of methylene chloride, 4.7 g of 3-acetylthiopropanoyl chloride [Helv. Chim. Acta 40, 2148 (1957)] in 10 ml of methylene chloride are added at room temperature. After 1 hour the mixture is diluted with 100 ml of methylene chloride and washed with 50 ml of water, 50 ml of 1N hydrochloric acid and 50 ml of saturated aqueous sodium bicarbonate. The organic layer is dried and evaporated, to give the 1-(3-acetylthiopropanoyl)-indoline-2-carboxylic acid methyl ester as an oil, showing IR-bands at 1710, 1690 and 1640 cm-1.

Workup

  1. additionare added at room temperature
  2. washwashed with 50 ml of water, 50 ml of 1N hydrochloric acid and 50 ml of saturated aqueous sodium bicarbonate
  3. customThe organic layer is dried
  4. customevaporated

Sources & evidence

ORD record
ord-b8aebed89b71460d84642e9b08bbced5
Source dataset
uspto-grants-1986_07
Patent number
US04599357

Reaction notes

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