Methyl 2-amino-5-bromobenzoate
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Methyl 2-amino-5-bromobenzoate
structure -
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CAS No:
52727-57-8
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Formula:
C8H8BrNO2
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Chemical Name:
Methyl 2-amino-5-bromobenzoate
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Synonyms:
Benzoic acid,2-amino-5-bromo-,methyl ester;Anthranilic acid,5-bromo-,methyl ester;Methyl 2-amino-5-bromobenzoate;5-Bromoanthranilic acid methyl ester;Methyl 5-bromoanthranilate;2-Amino-5-bromobenzoic acid methyl ester;5-Bromo-2-aminobenzoic acid methyl ester;Methyl 5-bromo-2-aminobenzoate;5-Bromo anthranilate methyl
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CAS No:
Characteristics
52.3
2.39910
White to light yellow crystal powder
1.6±0.1 g/cm3
74 °C
286.3°C at 760 mmHg
126.9±21.8 °C
1.601
soluble in water.
Room temperature.
Safety Information
NONH for all modes of transport
3
36/37/38-37/38-36
26-36-37/39
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (97.83%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Methyl 2-amino-5-bromobenzoate Use and Manufacturing
1. Add carbon tetrachloride (100 mL) and methyl 2-aminobenzoate (149 mmol) to a 250 mL four-necked flask.The stirring was started, and bromine (156.45 mmol) was added dropwise. After the addition was completed, the sample was followed by HPLC to follow the reaction.After the reaction was completed, the reaction solution was filtered, and the filter cake was rinsed with 200 mL of isopropyl ether and dried.A yellow solid was obtained with a purity of 96.5percent and a yield of 90percent.302 mg (2 mmol) of methyl anthranilate, 143 mg (1.2 mmol) of potassium bromide was added to a 50 ml three-necked flask, Then add AcOH: H2O = 9: 1 10ml solvent, transferred to constant temperature magnetic stirring water bath, control the good temperature of 30 The reaction was stirred for 1 hour, and 1.8 g (1.8 mmol) of ZnAl-BrO3-LDHs was added slowly in portions 15 minutes before the reaction. Reaction knot After the mixture was extracted with methylene chloride, the reaction mixture was extracted and the organic phases were combined. A solution of silica gel (200-300 mesh) and the dichloromethane was distilled off under reduced pressure, and the residue was purified by column chromatography (petroleum ether: ethyl acetate = 10: 1 as elution ) To give a pure product, 359 mg. The material was an off-white solid with a yield of 78percent.Step a: MeSO4 (26.3 mL, 0.280 mol) was added to a solution of 2-amino-5-bromobenzoic acid (50.0 g, 0.230 mol) in DMF and Et3N (40 mL, 0.28 mol). The commercially available material 2-amino-5-bromobenzoic acid (G-0) (0.2g, 0.93mmol) was dissolved in methanol (10mL) and concentrated H2-Amino-5-bromobenzoic acid (8Og, 0.37mmol) was dissolved in MeOH (600 ml.) and a solution of HExample 8D: 2-Amino-5-bromo-/V-methylbenzamide2-Amino-5-bromobenzoic acid (80 g, 0.37 mol) was dissolved in MeOH (600 mL) and cone. HStep a:
Computed Properties
Molecular Weight:230.06
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:228.97384
Monoisotopic Mass:228.97384
Topological Polar Surface Area:52.3
Heavy Atom Count:12
Complexity:174
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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