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HRID 613279作成日:2026年10月24日

Dimethylformamide → N-(1,3-Dimethyl-5-pyrazolyl)anthranilic acid

https://huagongshe.com/ja/reaction/613279

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物2-Iodobenzoic acidHCID 6941—
反応物Potassium CarbonateHCID 11430—
反応物1,3-Dimethyl-1H-pyrazol-5-amineHCID 520721—
触媒Cupric acetateHCID 8895—
溶媒Acetic AcidHCID 176—
生成物N-(1,3-Dimethyl-5-pyrazolyl)anthranilic acidHCID 61579644.7%

反応手順

A mixture of 2-iodobenzoic acid (14.9 g, 0.06 mol), 5-amino-1,3-dimethylpyrazole (6.7 g, 0.06 mol), DMF (125 ml), Cu(OAc)2 (0,4 g) and K2CO3 (8.28 g, 0.06 mol) was refluxed overnight. The reaction mixture was poured into ice-water (500 ml) and then was acidified with acetic acid to a pH of about 5. The solid which formed was collected by filtration, washed with water (100 ml) and dried. The solid was dissolved in hot CHCl3 (300 ml), filtered, dried over MgSO4 and evaporated to about 20 ml. Hexane (50 ml) was added and then the product was collected by filtration, washed with hexane (30 ml) and dried to afford 6.2 g of N-(1,3-dimethyl-pyrazol-5-yl)anthranilic acid, m.p. 210-211° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06008226
出典データセットuspto-grants-1999_12
ORD IDord-b21830f19d2d45d7a0ce64f358ce7def
出典メモuspto-grants-1999_12