2-Bromo-4-pyridinecarboxaldehyde
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2-Bromo-4-pyridinecarboxaldehyde
structure -
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CAS No:
118289-17-1
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Formula:
C6H4BrNO
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Chemical Name:
2-Bromo-4-pyridinecarboxaldehyde
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Synonyms:
4-Pyridinecarboxaldehyde,2-bromo-;2-Bromo-4-pyridinecarboxaldehyde;2-Bromo-4-formylpyridine;2-Bromoisonicotinaldehyde;2-Bromopyridine-4-carbaldehyde
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CAS No:
Characteristics
30
1.3
Pale yellow Crystalline Powder
1.683±0.06 g/cm3(Predicted)
52.6-53.5 °C
272.9±20.0 °C(Predicted)
118.8±21.8 °C
1.619
0-10°C
0.006mmHg at 25°C
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38-20/21/22-10-22
26-36/37/39-16
Xi,Xn,F
Irritant
P261-P305 + P351 + P338
H302-H315-H319-H335
|Warning|H302 (88.64%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Bromo-4-pyridinecarboxaldehyde Use and Manufacturing
Synthesis of intermediate H-b: 2-Bromo-pyridine-4-carbaldehydeTo a suspension of Il-a (10.5 g, 52.23 mmol) in water (50 mL) were added successively dropwise at -10°C concentrated solution of HC1 (50 mL) and a solution of formaldehyde (50 mL) in water (37percent w/w). The reaction mixture was stirred at -10°C for 4 h. Then, a solution of NaOH (2 N) was added until pH = 6-7. The crude product was extracted with EtOAc (2 times) and the organic layer was washed with water, then with a saturated solution of NaCl, dried over MgS04 and concentrated to give Il-b as brownish oil in 97 percent yield. ' NMR (300 MHz, DMSO- 6) delta 10.03 (s, 1H), 8.68 (d, J = 4.9 Hz, 1H), 8.07 (s, 1H), 7.84 (d, J= 4.9 Hz, 1H).To a mixture of 2-bromoisonicotinaldehyde (68.0 g, 365 mmol) and compound (S)-2-methylpropane-2-sulfinamide (48.7 g, 402 mmol) in THF (400 mL) was added Ti(OEt)4 (125 g, 548 mmol, 113 mL) in one portion at 20 C. under N2. The mixture was stirred at 35 C. for 1 h. Water (200 mL) and EtOAc (200 mL) was added into the mixture, and stirred for 5 min. The mixture was filtered, and the filtered cake was washed with EtOAc (200 mL). The combined organic layers were washed with water (200 mL) and brine (200 mL), dried over anhydrous Na2SO4 and concentrated in vacuoto give compound (S, E)-N-((2-bromopyridin-4-yl)methylene)-2-methylpropane-2-sulfinamide (90.0 g, crude) as a yellow solid.
Computed Properties
Molecular Weight:186.01
XLogP3:1.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:184.94763
Monoisotopic Mass:184.94763
Topological Polar Surface Area:30
Heavy Atom Count:9
Complexity:107
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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