Phosphorus oxychloride → 5-(4-isopropylphenyl)-1,3,4-oxadiazol-2(3H)-one

반응식

C(OC(=O)[CH2:5][NH:6][NH:7][C:8](=[O:18])[C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:17])[CH3:16])=[CH:11][CH:10]=1)C.P(Cl)(Cl)(Cl)=[O:21]>>[CH:15]([C:12]1[CH:13]=[CH:14][C:9]([C:8]2[O:18][C:5](=[O:21])[NH:6][N:7]=2)=[CH:10][CH:11]=1)([CH3:17])[CH3:16]

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 90697033Ethyl[2-(4-isopropylbenzoyl)hydrazino]acetate

생성물 1

HCID 3129205-(4-isopropylphenyl)-1,3,4-oxadiazol-2(3H)-one수율 58%

실험 절차

Ethyl[2-(4-isopropylbenzoyl)hydrazino]acetate (4.85 g, 19.4 mmol) is treated with phosphorus oxychloride (50 mL), heated to reflux for 3 h, and then poured onto ice. The precipitate is collected and washed thoroughly with water and dried in the air to furnish 5-(4-isopropylphenyl)-1,3,4-oxadiazol-2(3H)-one (2.30 g, 58%) MS (ES+): m/e 205.

후처리

temperatureheated
temperatureto reflux for 3 h
additionpoured onto ice
customThe precipitate is collected
washwashed thoroughly with water
customdried in the air

출처 및 근거

ORD 기록: ord-341e8dc483d74410aaed1e31c80f17a7
출처 데이터셋: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09051342B2

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