Benzaldehyde → HCID 14459942, 화합물

HRID 346195노트

반응식

HRID 346195 반응식
[C:1]([C:4]1[CH:17]=[CH:16][C:7]([CH2:8][CH:9]2[S:13][C:12](=[O:14])[NH:11][C:10]2=[O:15])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C[O-].[Na+].Cl>C(O)C.O>[C:19]1(/[CH:18]=[CH:2]/[C:1]([C:4]2[CH:17]=[CH:16][C:7]([CH2:8][CH:9]3[S:13][C:12](=[O:14])[NH:11][C:10]3=[O:15])=[CH:6][CH:5]=2)=[O:3])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

7

반응물 4

HCID 240Benzaldehyde2회HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 14456701HCID 14456701, 화합물

생성물 1

HCID 14459942HCID 14459942, 화합물수율 24.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a slurry of 5-(4-acetylbenzyl)thiazolidine-2,4-dione (4.0 mmol, 1.0 g), and benzaldehyde (4.0 mmol, 0.41 ml) in ethanol (10 ml) was added sodium methoxide (4.8 mmol, 260 mg). The solution was heated to reflux for 1.5 hours, then more benzaldehyde was added and the mixture was heated another 1.5 hours, then cooled, diluted with water (60 ml), acidified with 2N HCl and extracted with ethyl acetate (2×50 ml). The combined extracts were washed with water (50 ml), dried over sodium sulfate and concentrated in vacuo. The residue was recrystallized from isopropanol to give title product as a pale yellow solid (0.33 g, 24%); m.p. 147°-149° C.

후처리

  1. temperatureThe solution was heated
  2. temperatureto reflux for 1.5 hours
  3. temperaturethe mixture was heated another 1.5 hours
  4. temperaturecooled
  5. extractionextracted with ethyl acetate (2×50 ml)
  6. washThe combined extracts were washed with water (50 ml)
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated in vacuo
  9. customThe residue was recrystallized from isopropanol

출처 및 근거

ORD 기록
ord-a97f3dee69504bfa828ea8a8279fb2a3
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05061717

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