Sodium Propionate → 2-Methyl-3-[4-(2-pyridylthio)phenyl]propenoic acid

HRID 2413351ノート

反応式

HRID 2413351 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7][C:8]1[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=1.[C:16]([O-:20])(=[O:19])[CH2:17][CH3:18].[Na+]>C(OC(=O)CC)(=O)CC>[CH3:18][C:17](=[CH:12][C:11]1[CH:14]=[CH:15][C:8]([S:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[CH:9][CH:10]=1)[C:16]([OH:20])=[O:19]

参加物

4

反応物 2

HCID 2723816Sodium PropionateHCID 13392576HCID 13392576、化合物

生成物 1

HCID 540589222-Methyl-3-[4-(2-pyridylthio)phenyl]propenoic acid

試薬・触媒・溶媒 1

HCID 31263Propionic anhydride溶媒

実験手順

A mixture of 6 g of 4-(2-pyridylthio)benzaldehyde, 6 g of sodium propionate and 30 ml of propionic anhydride was stirred for 5 hours at a temperature of 150° to 155° C. and then concentrated under reduced pressure. Water was added to the mixture which was then heated. The mixture was allowed to stand to precipitate crystals and the resulting crystals were separated by filtration, washed with water and dried to obtain 2-methyl-3-[4-(2-pyridylthio)phenyl]propenoic acid. The product was dissolved in 30 ml of methanol, and a small amount of methanolic hydrogen chloride was added to the solution, followed by refluxing for 1 hour. The solvent was distilled off and the resulting crystals were recrystallized from a mixture of methanol and ethyl acetate to obtain 2.6 g (30% yield) of methyl 2-methyl-3-[4-(2-pyridylthio)phenyl]propenoate hydrochloride as colorless needles having a melting point of 130°-133° C.

後処理

  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. customdried

出典と根拠

ORDレコード
ord-2354fb4a52314ddc929483cc2a4528d2
出典データセット
uspto-grants-1985_01
特許番号
US04496735

反応ノート

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