2,1,3-Benzoxadiazole-4-carboxaldehyde
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2,1,3-Benzoxadiazole-4-carboxaldehyde
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CAS No:
32863-32-4
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Formula:
C7H4N2O2
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Chemical Name:
2,1,3-Benzoxadiazole-4-carboxaldehyde
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Synonyms:
2,1,3-Benzoxadiazole-4-carboxaldehyde;4-Benzofurazancarboxaldehyde;4-Formyl-2,1,3-benzoxadiazole;4-Benzofurazanylcarboxaldehyde;2,1,3-Benzoxadiazole-4-aldehyde;2,1,3-Benzoxadiazole-4-carbaldehyde;Benzo[c][1,2,5]oxadiazole-4-carboxaldehyde
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CAS No:
2,1,3-Benzoxadiazole-4-carboxaldehyde Basic Attributes
148.12
148.12
1592732-453-0
DTXSID90437821
2934999090
Safety Information
IRRITANT
36/37/38
26-36/37/39
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H302 (33.33%): 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 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2,1,3-Benzoxadiazole-4-carboxaldehyde Use and Manufacturing
4-bromomethylbenzimidazolium chloride (19. 7 g, 0.1 mol), DMSO 15 ml, Sodium bicarbonate (10 g, 0.12 mol) was added to the reaction flask. Heating to 100-150 ° C under nitrogen. After completion of the reaction, the mixture was cooled to room temperature and extracted with water and ethyl acetate. The organic layers were combined and washed with saturated brine. Dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give 10. 6 g of a pale yellow solid in 71.6percent yield, mp 108-109 ° C.General procedure: TFA (0.1 equiv.) were added to the solution of substituted anilins (1.0 equiv.), different aromatic aldehydes (1.2 equiv.), and Hantzschester (1.2 equiv.) in DCM/MeOH (3:1) at room temperature, and thereaction was warmed to 45 C and reacted for about 4 h. After completion (monitored by TLC), the solution was adjusted to pH 7-8 byaddition of NaHCO3, and the crude residue was obtained by concentrating in vacuo. Finally, the crude residue was purified by columnchromatography to give the intermediate or target compounds in high yield.
A synthetic intermediate for the production of Isradipine.
Computed Properties
Molecular Weight:148.12
XLogP3:0.6
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:148.027277375
Monoisotopic Mass:148.027277375
Topological Polar Surface Area:56
Heavy Atom Count:11
Complexity:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2,1,3-Benzoxadiazole-4-carboxaldehyde
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