ChemicalBook > CAS DataBase List > Methyl 4-amino-2-bromobenzoate

Methyl 4-amino-2-bromobenzoate

Product Name
Methyl 4-amino-2-bromobenzoate
CAS No.
98545-64-3
Chemical Name
Methyl 4-amino-2-bromobenzoate
Synonyms
methyl-2-bromo-4-aminobenzoate;Methyl 4-aMino-2-broMobenzoate;4-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER;BENZOIC ACID, 4-AMINO-2-BROMO-, METHYL ESTER
CBNumber
CB92594311
Molecular Formula
C8H8BrNO2
Formula Weight
230.06
MOL File
98545-64-3.mol
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Methyl 4-amino-2-bromobenzoate Property

Melting point:
94 °C
Boiling point:
345.2±22.0 °C(Predicted)
Density 
1.578±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
1.39±0.10(Predicted)
Appearance
Light yellow to light brown Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
M328473
Product name
Methyl4-amino-2-bromobenzoate
Packaging
1g
Price
$165
Updated
2021/12/16
TRC
Product number
M328473
Product name
Methyl4-amino-2-bromobenzoate
Packaging
2.5g
Price
$330
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA71583
Product name
4-Amino-2-bromobenzoic acid methyl ester
Packaging
25g
Price
$500
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0132447
Product name
4-AMINO-2-BROMO-BENZOIC ACID METHYL ESTER
Purity
95.00%
Packaging
5MG
Price
$503.82
Updated
2021/12/16
AK Scientific
Product number
V9914
Product name
Methyl4-amino-2-bromobenzoate
Packaging
25g
Price
$725
Updated
2021/12/16
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Methyl 4-amino-2-bromobenzoate Chemical Properties,Usage,Production

Uses

Methyl 4-amino-2-bromobenzoate is an organic compound that is commonly used as a synthetic intermediate, especially in the pharmaceutical industry, for the synthesis of biologically active compounds.

Synthesis

100959-22-6

98545-64-3

General procedure for the synthesis of methyl 4-amino-2-bromobenzoate from methyl 2-bromo-4-nitrobenzoate: To a solution of methyl 2-bromo-4-nitrobenzoate (4.5 g, 17.0 mmol) in ethyl acetate (100 mL) was added stannous chloride dihydrate (38.3 g, 0.17 mol). The reaction mixture was heated to reflux and stirred for 4 hours. Upon completion of the reaction, the mixture was poured into a mixture of saturated sodium bicarbonate solution (500 mL) and ethyl acetate (370 mL). The organic layer was separated, washed with saturated brine (300 mL) and dried with anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was purified by silica gel column chromatography to afford methyl 4-amino-2-bromobenzoate as a solid (3.68 g, 94.2% yield).1H NMR (400 MHz, CDCl3): δ 7.75 (d, J = 8.5 Hz, 1H), 6.92 (d, J = 2.2 Hz, 1H), 6.57 (dd, J = 8.5,2.2 Hz, 1H), 4.04 (brs, 2H) and 3.86 (s, 3H) ppm; melting point: 96-98 °C.

References

[1] Organic Letters, 2013, vol. 15, # 13, p. 3234 - 3237
[2] Chinese Chemical Letters, 2011, vol. 22, # 12, p. 1411 - 1414
[3] European Journal of Medicinal Chemistry, 2014, vol. 81, p. 59 - 75
[4] Acad. romine Stud. Cerc. Chim., 1956, vol. 4, p. 175,178
[5] Patent: WO2012/93101, 2012, A1. Location in patent: Page/Page column 236-237

Methyl 4-amino-2-bromobenzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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