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528811

Sigma-Aldrich

Methyl 2-amino-5-bromobenzoate

96%

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About This Item

Linear Formula:
BrC6H3(NH2)CO2CH3
CAS Number:
Molecular Weight:
230.06
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

mp

72-74 °C (lit.)

functional group

bromo
ester

SMILES string

COC(=O)c1cc(Br)ccc1N

InChI

1S/C8H8BrNO2/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4H,10H2,1H3

InChI key

QVNYNHCNNGKULA-UHFFFAOYSA-N

General description

Molecules of methyl 2-amino-5-bromobenzoate are linked by N-H...O bonds and consists of zigzag chains running along the b-axis direction. The nonlinear optical single crystal of M2A5B grown by Sankaranarayanan-Ramasamy (SR) Unidirectional growth method shows good optical transparency and mechanical stability.

Application

Methyl 2-amino-5-bromobenzoate may be used in the synthesis of:
  • methyl 5-bromo-2-(1H-pyrrol-1-yl)benzoate
  • methyl 5-bromo-2-{[(4-methylphenyl)sulfonyl]amino}-benzoate
  • (2-{[4-bromo-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid
  • 7-bromo-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Methyl 2-amino-5-bromobenzoate.
Khan I, et al.
Acta Crystallographica Section E, Structure Reports Online, 67(8), o1887-o1887 (2011)
Unidirectional growth of Methyl 2-amino-5-bromobenzoate crystal by Sankaranarayanan-Ramasamy method and its characterization.
Parthasarathy M and Gopalakrishnan R.
Journal of Crystal Growth, 372, 100-104 (2013)
Damien Boeglin et al.
Journal of combinatorial chemistry, 9(3), 487-500 (2007-03-16)
A convenient and reliable solid-phase strategy for the synthesis of di- and trisubstituted benzazepine derivatives was developed. 5-Amino-1-tert-butoxycarbonyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine and 5-amino-1-tert-butoxycarbonyl-7-bromo-2,3,4,5-tetrahydro-1H-benzo[b]azepine G-protein coupled receptor-targeted (GPCR-targeted) scaffolds were efficiently synthesized in a six-step solution-phase process, immobilized on the acid-labile FMPB-AM resin, and
DongHoon Chung et al.
Probe Reports from the NIH Molecular Libraries Program, 2010 Feb 27 (Updated 2010 Oct 4) (2011-03-25)
West Nile Virus (WNV) is a mosquito-borne pathogen that causes febrile illness and, occasionally, encephalitis when transmitted to humans. Infection can cause significant health problems such as West Nile fever and neuroinvasive disease. The goal of the assay was to
Morita-Baylis-Hillman route to 4H-pyrrolo [1, 2-a][1] benzazepine derivatives.
Park SP, et al.
Tetrahedron, 65(24), 4703-4708 (2009)

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