Phosphorus oxychloride → Ethyl 3-chloropyridazine-4-carboxylate

반응식

[CH2:1]([O:3][C:4]([C:6]1[C:7](=O)[NH:8][N:9]=[CH:10][CH:11]=1)=[O:5])[CH3:2].O=P(Cl)(Cl)[Cl:15]>>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[CH:10][N:9]=[N:8][C:7]=1[Cl:15])=[O:5])[CH3:2]

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 12376255Ethyl 3-hydroxypyridazine-4-carboxylate

생성물 1

HCID 14542887Ethyl 3-chloropyridazine-4-carboxylate

반응 조건

온도: 100 °C

실험 절차

A mixture of 3-oxo-2,3-dihydro-pyridazine-4-carboxylic acid ethyl ester (355 mg, 2.11 mmol) and POCl3 (6 ml) was heated to 100° C. for 1 h. The volatiles were then removed and the remaining residue was neutralized with sat. NaHCO3-solution. This mixture was extracted three times with Et2O and the combined extracts were dried (Na2SO4) and evaporated to obtain the crude title compound. The remaining brown solid (364 mg, 1.95 mmol, 92%) was used in the next reaction step without further purification. MS: m/e=187.1 [M+H+].

후처리

customThe volatiles were then removed
extractionThis mixture was extracted three times with Et2O
dry with materialthe combined extracts were dried (Na2SO4)
customevaporated

출처 및 근거

ORD 기록: ord-d808e1385b484337a713e8cbd1a57e8b
출처 데이터셋: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07928106B2

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