7-BROMO-4-CHLOROQUINAZOLINE
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7-BROMO-4-CHLOROQUINAZOLINE
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CAS No:
573675-55-5
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Formula:
C8H4BrClN2
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Chemical Name:
7-BROMO-4-CHLOROQUINAZOLINE
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Synonyms:
7-bromo-4-chloroquinazoline;7-bromo-4-chloro-quinazoline;MFCD06657216;PubChem14672;QUINAZOLINE, 7-BROMO-4-CHLORO-;SCHEMBL858150;CTK1G9285;DTXSID10588389;4-CHLORO-7-BROMOQUINAZOLINE;CS-D0031
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CAS No:
Safety Information
41-25
26-39-45
T
|Warning|H302+H312+H332 (50%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]|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 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
7-BROMO-4-CHLOROQUINAZOLINE Use and Manufacturing
20.4 ml (0.12 mol) of N-ethyldiisopropylamine were slowly added to a suspension of 55.0 g (0.24 mol) of 7-bromo-3H-quinazolin-4-one in 300 ml of phosphorus oxytrichloride. The reaction mixture was stirred at 115° C. for 3 h and subsequently allowed to come to room temperature. Conventional work-up gave 48.0 g of 7-bromo-4-chloroquinazoline; HPLC/MS (M+H)7-bromo-4-chloroquinazoline7-bromoquinazolin-4(3H)-one (1.46 g), ?/, ?/-diisopropylethylamine (1.24 ml) and POCI3 (5 ml) were heated at reflux. After 4 hours, the warm product was poured over crushed ice and diluted with DCM. The aqueous layer was extracted with DCM and the combined organic layers were washed with brine and dried over Na2SO4. Evaporation of the organics gave the crude product that was filtered over a pad of silica with EtOAc as eluent. Removal of the solvent gave the title compound in high purity. Yield: 1.21 g (4.93 mmol, 76percent). 1H NMR (250 MHz, CDCI3) ' (ppm) 9.03 (s, 1 H), 8.25 (d, J= 1.9 Hz, 1 H), 8.11 (d, J= 8.9 Hz, 1 H), 7.81 (dd, J= 1.9 Hz, J= 8.9 Hz, 1 H).To a solution of 7-bromoquinazolin-4-ol (2.88 g, 12.8 mmol) in POClCompound 102 (14.4 g) was dissolved in thionyl chloride (50 ml)Adding 1 mL of the catalytic amount of anhydrous DMF, The reaction was refluxed for 4 hours.After completion of the reaction, excess thionyl chloride was distilled off under reduced pressure to give Compound 103. Yield 92.4percent.
Computed Properties
Molecular Weight:243.49
XLogP3:3.2
Hydrogen Bond Acceptor Count:2
Exact Mass:241.92464
Monoisotopic Mass:241.92464
Topological Polar Surface Area:25.8
Heavy Atom Count:12
Complexity:167
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
