Phosphorus oxychloride → 7-Chlorofuro[2,3-c]pyridine

반응식

[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]=2[CH2:3][C:2]1=O.P(Cl)(Cl)([Cl:13])=O>>[Cl:13][C:4]1[N:9]=[CH:8][CH:7]=[C:6]2[CH:3]=[CH:2][O:1][C:5]=12

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 13384344Furo[3,2-B]pyridin-2(3H)-one

생성물 1

HCID 128261077-Chlorofuro[2,3-c]pyridine

실험 절차

Alternatively, furan-3-aldehyde is converted to furan-3-acrylic acid with acetic anhydride and potassium carbonate and the acid converted to the acid azide by first reacting the acid with ethoxycarbonyl chloride and triethylamine to form the acid chloride and then reacting the mixed anhydride with sodium azide in water. The furan-3-acrylic acid azide is then heated in diphenylmethane with tributylamine to a temperature of about 190° C. to about 210° C. to form the furopyridone represented by the formula ##STR11## The furopyridone is allowed to react with phosphorus oxychloride to form 7-chlorofuro[2,3-c]pyridine and the latter is reductively dechlorinated with zinc in acetic acid to provide furo[2,3-c]pyridine.

출처 및 근거

ORD 기록: ord-771b78a5855a49418087940178458a0c
출처 데이터셋: uspto-grants-1983_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04406898

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