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Citation: CAO Sheng-Li, FENG Yu-Ping, GAO Hong-He, FENG Ke-Ran. Syntheses of 2-Substituted 6-Bromomethyl 4(3H)-Quinazolinones[J]. Chinese Journal of Applied Chemistry, ;2005, 22(9): 1027-1029. shu

Syntheses of 2-Substituted 6-Bromomethyl 4(3H)-Quinazolinones

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a Department of Chemistry, Capital Normal University, Beijing 100037;
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b Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing

Corresponding author: CAO Sheng-Li,
Received Date: 6 November 2004
Available Online: 20 February 2005
Fund Project: 北京市自然科学基金资助项目(7002006,7042006) (7002006,7042006)教育部科学技术研究重点项目(2002KJ091) (2002KJ091)

2-Amino-5-methylbenzoic acid(1) was acylated with acyl chlorides,then heated together with acetic anhydride to give 2-phenyl or 2-benzyl-6-methylbenzoxazin-4-one(3a~3b),while compound 1 was reacted with propanoic anhydride or trifluoroacetic anhydride to give 2-ethyl or 2-trifluoromethyl-6-methylbenzoxazin-4-one(3c~3d) directly. Then,2-substituted 6-methylbenzoxazin-4-ones(3a~3d) were heated together with formamide to afford 2-substituted 6-methyl-4(3H)-quinazolinones(4a~4d),which were converted into the title compounds(5a~5d) via brominating with N-bromosuccinimide in the presence of (PhCOO)₂.The structures of all the intermediates and final products were confirmed with ESI-MS,¹H NMR and elemental analysis.
- 4(3H)-quinazolinone,
- benzoxazinone,
- N-bromosuccinimide,
- synthesis
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