Salicylaldehyde → 2-(2-Hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carbothioamide

HRID 867908노트

반응식

HRID 867908 반응식
Cl.[NH2:2][CH2:3][CH2:4][SH:5].[OH-].[Na+].[OH:8][C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1[CH:11]=O.[CH3:17][N:18]=[C:19]=[S:20]>C(O)C>[CH3:17][NH:18][C:19]([N:2]1[CH2:3][CH2:4][S:5][CH:11]1[C:10]1[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=1[OH:8])=[S:20]

참가 물질

6

반응물 4

HCID 6998SalicylaldehydeHCID 9082Cysteamine HydrochlorideHCID 11167Methyl isothiocyanateHCID 14798Sodium Hydroxide

생성물 1

HCID 137495312-(2-Hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carbothioamide수율 31.2%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a solution of cysteamine hydrochloride (11.3 g) in ethanol (250 ml) is added sodium hydroxide (4.0 g), and the mixture is stirred for 30 minutes under argon gas. A solution of 2-hydroxybenzaldehyde (12.2 g) in ethanol (40 ml) is added to the mixture, and the mixture is refluxed for 4 hours. To the mixture is added methyl isothiocyanate (7.9 g), and the mixture is further refluxed for 4 hours. After distilling off the solvent under reduced pressure, a mixture of water and ethanol is added to the resulting residue, and the insoluble crystals are collected by filtration. The crystals thus obtained are washed with water and ethanol and recrystallized from ethanol to give N-methyl-2-(2-hydroxyphenyl)thiazolidine-3-carbothioamide (7.9 g, yield: 31.1%).

후처리

  1. temperaturethe mixture is refluxed for 4 hours
  2. temperaturethe mixture is further refluxed for 4 hours
  3. distillationAfter distilling off the solvent under reduced pressure
  4. additiona mixture of water and ethanol
  5. additionis added to the resulting residue
  6. filtrationthe insoluble crystals are collected by filtration
  7. customThe crystals thus obtained
  8. washare washed with water and ethanol
  9. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-3273182fbd5147bfa9a3a0085a757f01
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04777178

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