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ChemicalBook CAS DataBase List METHYL 3-AMINO-4-(ISOPROPYLAMINO)BENZOATE
511240-22-5

METHYL 3-AMINO-4-(ISOPROPYLAMINO)BENZOATE synthesis

6synthesis methods
234751-02-1 Synthesis
4-Isopropylamino-3-nitro-benzoic acid methyl ester

234751-02-1
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Yield:511240-22-5 84.1%

Reaction Conditions:

Stage #1: 4-isopropylamino-3-nitrobenzoic acid methyl esterwith ammonium chloride in ethanol;water at 90; for 0.5 h;
Stage #2: with iron in ethanol;water; for 2 h;Reflux;

Steps:

1-2

Put the ethanol and water (2:1, 40mL) solution containing compound I-6 (4.76g, 0.02mol) and ammonium chloride (4.28g, 0.08mol) in a 90 oil bath for 30 minutes and add iron Powder (4.48g, 0.08mol), continue to reflux and stir the reaction for 2h, after monitoring the reaction is complete,Hot suction filtration, the filter residue is washed twice with hot ethanol, after the filtrate is cooled,The alkali was adjusted with saturated aqueous sodium bicarbonate solution, extracted with ethyl acetate, dried over anhydrous sodium sulfate, and concentrated to obtain compound I-7 (3.5 g, yield 84.1%).

References:

CN111848599,2020,A Location in patent:Paragraph 0125; 0145; 0148; 0175; 0188; 0191

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