ChemicalBook CAS DataBase List 4-AMINO-5-CHLORO-2-ETHOXYBENZOIC ACID

4-AMINO-5-CHLORO-2-ETHOXYBENZOIC ACID synthesis

6synthesis methods

Product Name:4-AMINO-5-CHLORO-2-ETHOXYBENZOIC ACID
CAS Number:20896-27-9
Molecular formula:C9H10ClNO3
Molecular Weight:215.63

67-56-1 Synthesis

67-56-1
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7206-70-4
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20896-27-9
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$45.00/50mg

Yield: 97%

Reaction Conditions:

with thionyl chloride at 80; for 5 h;

Steps:

77.1
Step 1. Methyl 4-amino-5-chloro-2-methoxybenzoate A solution of 4-amino-5-chloro-2-methoxybenzoic acid (30 g, 148.80 mmol) and thionyl chloride (35.1 g, 296.95 mmol) in methanol (400 mL) was stirred 5 hours at 80° C. The reaction mixture was concentrated in vacuo, diluted with water (200 mL), extracted with ethyl acetate (2*200 mL), dried over anhydrous magnesium sulfate, and concentrated in vacuo to afford methyl 4-amino-5-chloro-2-methoxybenzoate as a pink solid (31.3 g, 97%). LC/MS (ES, m/z): [M+H]⁺ 216.0 ¹H-NMR (300 MHz, CDCl₃) δ 7.84 (s, 1H), 6.30 (s, 1H), 3.85 (s, 3H), 3.84 (s, 3H)

References:

BIOENERGENIX US2012/277224, 2012, A1 Location in patent:Page/Page column 59

27492-84-8 Synthesis