Sodium Propionate → HCID 70487363, compound

HRID 2413353Notes

Reaction equation

HRID 2413353 reaction equation
[ClH:1].[N:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[C:17]([O-:21])(=[O:20])[CH2:18][CH3:19].[Na+]>C(OC(=O)CC)(=O)CC>[ClH:1].[CH3:19][C:18](=[CH:13][C:12]1[CH:15]=[CH:16][C:9]([S:8][C:5]2[CH:6]=[CH:7][N:2]=[CH:3][CH:4]=2)=[CH:10][CH:11]=1)[C:17]([OH:21])=[O:20]

Participants

4

Reactant 2

HCID 2723816Sodium PropionateHCID 20430869HCID 20430869, compound

Product 1

HCID 70487363HCID 70487363, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 31263Propionic anhydrideSolvent

Procedure

A mixture of 5 g of 4-(4-pyridylthio)benzaldehyde hydrochloride, 4 g of sodium propionate and 50 ml of propionic anhydride was stirred for 5 hours at a temperature of 150° to 155° C. and concentrated under reduced pressure. Water was added to the mixture which was then heated to precipitate crystals. The resulting crystals were separated by filtration, washed with water and converted into the corresponding hydrochloride by treatment with methanolic hydrogen chloride. The resulting hydrochloride was recrystallized from a mixture of methanol and diethyl ether to obtain 3.4 g (56% yield) of 2-methyl-3-[4-(4-pyridylthio)phenyl]propenoic acid hydrochloride as colorless needles having a melting point of 213°-218° C.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionWater was added to the mixture which
  3. temperaturewas then heated
  4. customto precipitate crystals
  5. customThe resulting crystals were separated by filtration
  6. washwashed with water
  7. customThe resulting hydrochloride was recrystallized from a mixture of methanol and diethyl ether

Sources & evidence

ORD record
ord-f7a9dc7f0d9346c29bbea96f388a08a6
Source dataset
uspto-grants-1985_01
Patent number
US04496735

Reaction notes

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