BROFOXINE
BROFOXINE Basic information
- Product Name:
- BROFOXINE
- Synonyms:
-
- 6-BROMO-4,4-DIMETHYL-1,4-DIHYDRO-BENZO[D][1,3]OXAZIN-2-ONE
- BROFOXINE
- 1,2-dihydro-6-bromo-4,4-dimethyl-4h-1-benzoxazin-2-one
- 4h-4-dimethyl-6-bromo-3,1-benzoxazine-2-one
- 6-bromo-1,4-dihydro-4,4-dimethyl-2h-1-benzoxazin-2-one
- 6-bromo-1,4-dihydro-4,4-dimethyl-2h-3,1-benzoxazin-2-one
- dimethabrone
- 6-Bromo-4,4-dimethyl-4H-3,1-benzoxazin-2(1H)-one
- CAS:
- 21440-97-1
- MF:
- C10H10BrNO2
- MW:
- 256.1
- EINECS:
- 244-389-7
- Product Categories:
-
- Active Pharmaceutical Ingredients
- Mol File:
- 21440-97-1.mol
BROFOXINE Chemical Properties
- storage temp.
- 2-8°C
- CAS DataBase Reference
- 21440-97-1(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi
- HS Code
- 2934999090
BROFOXINE Usage And Synthesis
Uses
Antipsychotic.
Synthesis
530-62-1
304853-89-2
21440-97-1
Step 2: Synthesis of 6-bromo-4,4-dimethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one; the compound was prepared with reference to U.S. Patent No. 4,522,576 and U.S. Patent No. 6,444,668. to an anhydrous nitrogen-protected 2-(2-amino-5-bromophenyl)propan-2-ol (18 g, 78 mmol) THF (150 mL) solution was added N,N'-carbonyldiimidazole (15.5 g, 94 mmol). The reaction mixture was heated and stirred at 50 °C overnight. After completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was dissolved in ethyl acetate (100 mL). The resulting solution was washed sequentially with 1N HCl (2 × 40 mL), brine (20 mL), dried over anhydrous MgSO4 and filtered. The filtrate was concentrated under reduced pressure to give 6-bromo-4,4-dimethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one (20 g, 100% yield) as a white solid with a melting point of 199-200 °C.
References
[1] Journal of Medicinal Chemistry, 2002, vol. 45, # 20, p. 4379 - 4382
[2] Patent: US2002/49204, 2002, A1
[3] Patent: US2002/68735, 2002, A1
[4] Patent: US6436929, 2002, B1
[5] Patent: US6444668, 2002, B1
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