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HRID 227821作成日:2026年10月25日

(Phenylmethyl)hydrazine → 3,4-Dichloro-6-phenylpyridazine

https://huagongshe.com/reaction/227821

反応式

関与物質

役割名称HCID仕込み量
反応物(Phenylmethyl)hydrazineHCID 11157—
反応物2-Oxo-4-phenylbutyric acidHCID 69732—
反応物Sodium MethoxideHCID 10942334—
反応物3,4-Dichloro-6-phenylpyridazineHCID 13163231—
溶媒MethanolHCID 887—
生成物3,4-Dichloro-6-phenylpyridazineHCID 13163231—
生成物HCID 13342056HCID 13342056—
生成物3-Methoxy-4-chloro-6-phenylpyridazineHCID 66731998—

反応条件

温度65 °C

反応手順

3,4-Dichloro-6-phenylpyridazine was synthesized from □-oxobenzenebutanoic acid and 1-(phenylmethyl)hydrazine in 2 steps according to a procedure by Sircar (Sircar, I. J Het. Chem. 1983, 20,1473-1476.) 3,4-Dichloro-6-phenylpyridazine (100 mg, 0.44 mmol) was combined with sodium methoxide (1.1 mL of a 0.50M solution in methanol, 0.55 mmol, 1.25 equiv.) and methanol (296 μl, 1.5M) in a resealable tube and heated to 65° C. for 1 hour. The methanol was evaporated in vacuo, and water was added to the residue. The mixture was extracted with DCM, dried over K2CO3, filtered and concentrated in vacuo, to afford 3,4-dimethoxy-6-phenylpyridazine and 3-methoxy-4-chloro-6-phenylpyridazine, the title compound, as a solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07560551B2
出典データセットuspto-grants-2009_07
ORD IDord-667bead50e7a433e8d7e7c138df62023
出典メモuspto-grants-2009_07