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Ethyl chloroformate → 3-(2-Nitrophenyl)-1,2,4-oxadiazol-5(4H)-one

HRID 364834
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HRID 364834 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[CH:10][C:5]=1[C:6](=[N:8][OH:9])[NH2:7])([O-:3])=[O:2].Cl[C:15](OCC)=[O:16]>N1C=CC=CC=1>[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[CH:10][C:5]=1[C:6]1[NH:7][C:15](=[O:16])[O:9][N:8]=1)([O-:3])=[O:2]
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참가 물질

4

반응물 2

HCID 10928Ethyl chloroformateHCID 54293867Nitrobenzamidoxime

생성물 1

HCID 1360402603-(2-Nitrophenyl)-1,2,4-oxadiazol-5(4H)-one

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

The reactions of Equation 41 above can be run by methods known in the art. Thus, in reaction 41a, 2-nitrobenzamidoxime LII is reacted with ethyl chloroformate in excess pyridine at 0° to 100° C. for about 1 hour to form a 3-(2-nitrophenyl)-1,2,4-oxadiazolin-5-one of Formula (LIV), according to the teachings of A. R. Katritzky et al., Tetrahedron, 21, 1681 (1965). In reaction 41b, LIV is reacted with excess phosphorus oxychloride or phosphorus oxybromide with pyridine catalyst at 25° to 100° C. for 1 to 15 hours to form X1"', according to the teachings of T. Fujita et al., Yakagaku Zasshi, 84, 1061 (1964). And in reaction 41c, X1"' is reacted with sodium methoxide or sodium ethoxide in a solvent such as methanol, ethanol or tetrahydrofuran at 20° to 50° C. for about 0.2 to 1 hour to form X1"", according to the teachings of F. Eloy et al., Bull. Soc. Chim. Belg., 78, 47 (1969).

출처 및 근거

ORD 기록
ord-a00b8546753747cc99ef06a97fcf349d
출처 데이터셋
uspto-grants-1986_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04606755

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