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HRID 1193435作成日:2026年10月27日

Benzene → 5-(2-nitrophenyl)-3H-1,3,4-oxadiazol-2-one

https://huagongshe.com/reaction/1193435

反応式

関与物質

役割名称HCID仕込み量
反応物BenzeneHCID 241—
反応物PhosgeneHCID 6371—
反応物o-NitrobenzohydrazideHCID 3781218—
溶媒TriethylamineHCID 8471—
生成物5-(2-nitrophenyl)-3H-1,3,4-oxadiazol-2-oneHCID 312921—

反応手順

The reactions of Equation 37 above can be run according to similar procedures described in U.S. Pat. No. 4,259,104; Golfier and Milcent, J. Heterocycl. Chem., 10, 989 (1973); and R. Madhavan and V. Srinivasan, Indian J. Chem., 7, 760 (1969). Thus, in reaction 37a, a 2-nitrobenzhydrazide XLVIII is reacted with phosgene in an aprotic solvent such as benzene at ambient temperature for about 10 hours, followed by addition of two mole equivalents of triethylamine and heating at reflux for about 2 hours to form 2-(2-nitrophenyl)-1,3,4-oxadiazolin-5-one of Formula (LI). In reaction 37b, LI is reacted with phosphorus pentachloride in phosphorus oxychloride or with phosphorus pentabromide in phosphorus oxybromide at 25° to 80° C. for about 5 hours to form (Xk"'). And in reaction 37c, Xk"' is reacted with sodium methoxide or sodium ethoxide in a solvent such as methanol or tetrahydrofuran at 0° to 30° C. for about 0.5 to 5 hours to form Xk"".

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04810282
出典データセットuspto-grants-1989_03
ORD IDord-6eaf9469becc4e51986a6c761dd337b5
出典メモuspto-grants-1989_03