ChemicalBook CAS DataBase List 2-Amino-5-chloro-N-methoxy-N-methylbenzamide

2-Amino-5-chloro-N-methoxy-N-methylbenzamide synthesis

6synthesis methods

Product Name:2-Amino-5-chloro-N-methoxy-N-methylbenzamide
CAS Number:150879-48-4
Molecular formula:C9H11ClN2O2
Molecular Weight:214.65

6638-79-5 Synthesis

6638-79-5
562 suppliers
$6.00/25g

635-21-2 Synthesis

635-21-2
414 suppliers
$5.00/5g

2-Amino-5-chloro-N-methoxy-N-methylbenzamide

150879-48-4
15 suppliers
$110.00/50mg

Yield:150879-48-4 72%

Reaction Conditions:

with benzotriazol-1-ol;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide at 20; for 7 h;

Steps:

20.1 Step 1. Preparation of 2-amino-5-chloro-N-methoxy-N-methylbenzamide (Compound 20a)

2-Amino-5-chlorobenzoic acid (10 g, 58.1 mmol), N,O-dimethylhydroxylamine hydrochloride (10 g, 103 mmol), EDCI (14 g, 71.5 mmol) and 1-hydroxybenzotriazole (9.2 g, 68 mmol) were dissolved in DMF (150 mL), and DIPEA (23.6 g, 183 mmol) was added. The mixture was stirred at room temperature for 7 h until TLC indicated that the reaction was completed. The reaction mixture was diluted with 1 N aq. NaOH solution and extracted with DCM. The organic layer was washed with water for three times, dried and concentrated. The residue was purified through silica gel column chromatography to obtain 2-amino-5-chloro-N-methoxy-N-methylbenzamide (compound 20a, 7.2 g, yield 72%).

References:

US2018/312511,2018,A1 Location in patent:Paragraph 0374-0375

4743-17-3 Synthesis