ChemicalBook CAS DataBase List 2-Amino-4-methylbenzamide

2-Amino-4-methylbenzamide synthesis

11synthesis methods

Product Name:2-Amino-4-methylbenzamide
CAS Number:39549-79-6
Molecular formula:C8H10N2O
Molecular Weight:150.18

26830-96-6

39549-79-6

The general procedure for the synthesis of 2-amino-4-methylbenzamide using 2-amino-4-methylbenzonitrile as starting material was as follows: to a suspension of 2-amino-4-methylbenzonitrile (800 mg, 6.1 mmol) in water (1 mL), concentrated sulfuric acid (3 mL) was slowly added. The mixed solution was placed in an oil bath preheated to 120 °C and the reaction was stirred for 20 min. Immediately after completion of the reaction, the reaction mixture was cooled in an ice bath. Subsequently, the reaction solution was adjusted to alkaline by dropwise addition of 5% sodium hydroxide solution and the precipitated solid was collected by vacuum filtration. Finally, 484.4 mg of 2-amino-4-methylbenzamide was obtained in 53% yield as a light brown solid. The product was characterized by 1H NMR (DMSO-d6): δ 7.63 (br s, 1H), 7.42 (d, 1H), 6.95 (br s, 1H), 6.55 (br s, 2H), 6.45-6.48 (m, 1H), 6.29 (ddd, 1H), 2.16 (s, 3H). The mass spectrum (ES) showed a m/z of 134 (M-16).

26830-96-6 Synthesis

26830-96-6
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$10.00/1g

39549-79-6
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$13.00/250mg

Yield: 97%

Reaction Conditions:

with water extract of pomelo, peel at 150; for 0.5 h;Sealed tube;Green chemistry;

Steps:

3.3. General Procedure for the Hydrolysis of Nitriles in WEPPA (Taking 1a as an Example
General procedure: Benzonitrile 1a (103 mg, 1.0 mmol) and WEPPA (2.0 mL) were added into a 10-mL closed tubewith a stir bar. Then the reaction was stirred in a closed vessel synthesis reactor at 150 C for 0.5 h.After cooling to ambient temperature, the resulting precipitate was collected by filtration, washed withice water, and further dried in a vacuum drying oven. The filtrate was evaporated under reducedpressure. The resultant residue was purified by silica gel column chromatography (eluent: petroleumether (35-60 C)/EtOAc = 2:1 to 0:1, v/v). Finally, these two parts were combined to produce the desiredbenzamide 2a with a 94% yield.

References:

Sun, Yajun;Jin, Weiwei;Liu, Chenjiang [Molecules,2019,vol. 24,# 21,art. no. 3838] Location in patent:supporting information

2305-36-4 Synthesis