Thiosemicarbazide → 5-[(4-Methoxyphenyl)methyl]-1,3,4-thiadiazol-2-amine

반응식

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](Cl)=O)=[CH:5][CH:4]=1.[NH2:13][NH:14][C:15]([NH2:17])=[S:16]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]2[S:16][C:15]([NH2:17])=[N:14][N:13]=2)=[CH:5][CH:4]=1

참가 물질

반응물 2

HCID 2723789Thiosemicarbazide

HCID 27346884-Methoxyphenylacetyl chloride

생성물 1

HCID 8002315-[(4-Methoxyphenyl)methyl]-1,3,4-thiadiazol-2-amine

반응 조건

온도: 60 °C

실험 절차

A mixture of 2-(4-methoxyphenyl)acetyl chloride (88a, 3.05 g, 16.5 mmol), and thiosemicarbazide (1.37 g, 15.0 mmol) were heated to 60° C. for 3.0 hours. The reaction mixture was then cooled to room temperature, quenched with water and extracted with ethyl acetate. The organic layer was washed with brine and 50% NaOH(aq), dried over. MgSO4(s), and concentrated under reduced pressure to give 5-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine (88b).

후처리

temperatureThe reaction mixture was then cooled to room temperature
customquenched with water
extractionextracted with ethyl acetate
washThe organic layer was washed with brine and 50% NaOH(aq)
customdried over
concentrationMgSO4(s), and concentrated under reduced pressure

출처 및 근거

ORD 기록: ord-2e4f88283c324b40a9e26db55334f919
출처 데이터셋: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08883793B2

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