2-AMINO-5-METHYLBENZAMIDE synthesis

10synthesis methods

Product Name:2-AMINO-5-METHYLBENZAMIDE
CAS Number:40545-33-3
Molecular formula:C8H10N2O
Molecular Weight:150.18

608-05-9
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$10.00/5g

40545-33-3
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$57.50/500 mg

Yield: 85%

Reaction Conditions:

with ammonium hydroxide;dihydrogen peroxide in dimethyl sulfoxide at 20 - 30; for 4 h;Sealed tube;

Steps:

4 Representative procedure for the synthesis of 4 (A)
General procedure: A sealed tube was charged with isatin 1 (1a 147 mg, 1.0 mmol), ammonia hydrate 2 (25%, 421 mg, 3.0 mmol) and H₂O₂ (30%, 227 mg, 2.0 mmol) at room temperature, and then solvent DMSO (4 mL) was added. The resulting mixture was stirred at 30 °C in a sealed vessel under air after 4 h, then added 50 mL water to the mixture, extracted with CH₃COOC₂H₅ 3 times (3 x 50 mL). The extract was washed with 30% NaCl solution (V/V), dried over anhydrous Na₂SO₄ and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (Petroleum ether/Ethyl acetate = 3:1) to yield the desired product 3a as a yellow solid (89% yield).

References:

Wang, Yu-Wei;Zheng, Lei;Jia, Feng-Cheng;Chen, Yun-Feng;Wu, An-Xin [Tetrahedron,2019,vol. 75,# 11,p. 1497 - 1503]