ChemicalBook--->CAS DataBase List--->1000339-23-0

1000339-23-0

1000339-23-0 Structure

1000339-23-0 Structure
IdentificationBack Directory
[Name]

2-Amino-5-bromoisonicotinic acid
[CAS]

1000339-23-0
[Synonyms]

2-Amino-5-bromoisonicotinic
2-Amino-5-bromoisonicotinicaci
2-Amino-5-bromoisonicotinic acid
2-aMino-5-broMopyridin-4-carboxylic acid
2-Amino-5-bromo-4-pyridinecarboxylic acid
4-Pyridinecarboxylic acid,2-amino-5-bromo-
2-Amino-5-bromoisonicotinic acid ISO 9001:2015 REACH
[Molecular Formula]

C6H5BrN2O2
[MDL Number]

MFCD09878357
[MOL File]

1000339-23-0.mol
[Molecular Weight]

217.02
Chemical PropertiesBack Directory
[Boiling point ]

464.1±45.0 °C(Predicted)
[density ]

1.909
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[form ]

solid
[pka]

1.16±0.10(Predicted)
[color ]

Yellow
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H335-H302+H312+H332-H315
[Precautionary statements ]

P280-P301+P312-P362+P364
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Hazard InformationBack Directory
[Synthesis]

Methyl 2-amino-5-bromo-4-pyridinecarboxylate

882499-87-8

2-Amino-5-bromoisonicotinic acid

1000339-23-0

General procedure for the synthesis of 2-amino-5-bromo-4-carboxylic acid pyridine from 2-amino-5-bromoisonicotinic acid methyl ester: 2-amino-5-bromoisonicotinic acid methyl ester (10.0 g, 43.28 mmol) and lithium hydroxide (LiOH, 5.46 g, 129.8 mmol) were reacted with 2-amino-5-bromo-4-carboxylic acid methyl ester (10.0 g, 43.28 mmol) and 2-amino-5-bromoisonicotinic acid methyl ester (10.0 g, 43.28 mmol) and lithium hydroxide (LiOH, 5.46 g, 129.8 mmol) in a water (100 mL) in a solvent mixture of tetrahydrofuran (THF, 400 mL), methanol (MeOH, 200 mL), and water (100 mL), and the reaction was stirred at 70 °C for 2 h under nitrogen (N2) protection. Upon completion of the reaction, the reaction mixture was cooled to 0 °C and the pH was adjusted to 6 by dropwise addition of concentrated aqueous hydrochloric acid (HCl).Subsequently, the resulting suspension was filtered and the solid was dried under vacuum to afford pyridine 2-amino-5-bromo-4-carboxylic acid (7.8 g, 83% yield). The product was analyzed by liquid chromatography-mass spectrometry (LC-MS, ESI) and showed m/z 211 [M + H]+.

[References]

[1] Patent: WO2012/58125, 2012, A1. Location in patent: Page/Page column 145
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