2-Amino-5-bromonicotinaldehyde
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2-Amino-5-bromonicotinaldehyde
structure -
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CAS No:
206997-15-1
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Formula:
C6H5BrN2O
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Chemical Name:
2-Amino-5-bromonicotinaldehyde
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Synonyms:
2-Amino-5-bromonicotinaldehyde;2-AMINO-5-BROMOPYRIDINE-3-CARBOXALDEHYDE;2-AMino-5-broMo-pyridine-3-carbaldehyde;3-Pyridinecarboxaldehyde, 2-aMino-5-broMo-;2-aMino-5-broMo-3-pyridinecarbaldehyde;2-Amino-5-bromopyridine-3-carboxaldehyde, 2-Amino-5-bromo-3-formylpyridine;2-AMino-5-broMonicotildehyde
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CAS No:
Characteristics
56
1.2
1.8±0.1 g/cm3
167-169
300.5ºC at 760 mmHg
135.5±27.9 °C
1.688
0.00112mmHg at 25°C
Safety Information
IRRITANT
UN 2811 6.1 / PGIII
Xi
Irritant
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
H302
|Warning|H302 (66.67%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Amino-5-bromonicotinaldehyde Use and Manufacturing
PREPARATION 5 PREPARATION OF 5-BRO -3-YL)PYRIDIN-2 -AMINE A. To a solution of 2-aminopyridine-3-carbaldehyde (10.1 g, 81.0 mmol) in acetonitrile (150 mL) was added N-bromosuccinimide (15.1 g, 84.0 mmol). The resulting mixture was stirred at reflux for 2 hours. After cooled to room temperature, the reaction mixture was filtered. The collected solid was washed with methanol, and dried in vacuo to afford 2-amino-5-bromopyridine-3-carbaldehyde as a brown solid in 79percent yield (12.9 g). 1H NMR (400 MHz, CDC1General procedure: A mixture of 2-aminopyridine-3-carboxaldehyde (2.0 mmol), carbonyl compound (3.0 mmol) and NaHSO4-SiO2 (0.4g) were taken in 10 ml RB Flask. The reaction mixture was homogenized with the help of glass rod. The resulting mixture was stirred in an oil-bath (80 C) for the appropriate time (Table-3). After completion of the reaction, as monitored by TLC, the reaction mixture was cooled to room temp and EtOAc (40 ml) was added to it, stirred for 5 min and filtered. The solvent was evaporated and the crude product was purified by column chromatography on silica gel by eluting with EtOAc-n-hexane (2:8) and crystallization from hot ethanol afforded the corresponding pure 1, 8-naphthyridine derivatives.General procedure: A mixture of 2-aminopyridine-3-carboxaldehyde (2.0 mmol), carbonyl compound (3.0 mmol) and NaHSO4-SiO2 (0.4g) were taken in 10 ml RB Flask. The reaction mixture was homogenized with the help of glass rod. The resulting mixture was stirred in an oil-bath (80 C) for the appropriate time (Table-3). After completion of the reaction, as monitored by TLC, the reaction mixture was cooled to room temp and EtOAc (40 ml) was added to it, stirred for 5 min and filtered. The solvent was evaporated and the crude product was purified by column chromatography on silica gel by eluting with EtOAc-n-hexane (2:8) and crystallization from hot ethanol afforded the corresponding pure 1, 8-naphthyridine derivatives.General procedure: A mixture of 2-aminopyridine-3-carboxaldehyde (2.0 mmol), carbonyl compound (3.0 mmol) and NaHSO4-SiO2 (0.4g) were taken in 10 ml RB Flask. The reaction mixture was homogenized with the help of glass rod. The resulting mixture was stirred in an oil-bath (80 C) for the appropriate time (Table-3). After completion of the reaction, as monitored by TLC, the reaction mixture was cooled to room temp and EtOAc (40 ml) was added to it, stirred for 5 min and filtered. The solvent was evaporated and the crude product was purified by column chromatography on silica gel by eluting with EtOAc-n-hexane (2:8) and crystallization from hot ethanol afforded the corresponding pure 1, 8-naphthyridine derivatives.General procedure: A mixture of 2-aminopyridine-3-carboxaldehyde (2.0 mmol), carbonyl compound (3.0 mmol) and NaHSO4-SiO2 (0.4g) were taken in 10 ml RB Flask. The reaction mixture was homogenized with the help of glass rod. The resulting mixture was stirred in an oil-bath (80 C) for the appropriate time (Table-3). After completion of the reaction, as monitored by TLC, the reaction mixture was cooled to room temp and EtOAc (40 ml) was added to it, stirred for 5 min and filtered. The solvent was evaporated and the crude product was purified by column chromatography on silica gel by eluting with EtOAc-n-hexane (2:8) and crystallization from hot ethanol afforded the corresponding pure 1, 8-naphthyridine derivatives.To a stirred solution of
Computed Properties
Molecular Weight:201.02
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:199.95853
Monoisotopic Mass:199.95853
Topological Polar Surface Area:56
Heavy Atom Count:10
Complexity:131
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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