| Identification | Back Directory | [Name]
6-BROMO-BENZOXAZOLINONE | [CAS]
19932-85-5 | [Synonyms]
Cincreasin
6-Bromobenzoxazolone
6-BROMOBENZOXAZOLINE
6-BROMO-BENZOXAZOLINONE
6-Bromo-2-benzoxazolone
6-broMobenzoxazol-2-one
6-Bromo-2-benzoxazolinone
6-Bromobenzoxazol-2(3H)-one
6-Bromo-3H-benzoxazol-2-one
6-BROMO-2(3H)-BENZOXAZOLONE
6-BroMo-2-benzoxazolinone 97%
6-Bromo-benzoxazoli-2(3H)-one
6-broMo-2,3-dihydro-1,3-benzoxazol-2-one
6-Bromo-2,3-dihydro-2-oxo-1,3-benzoxazole | [Molecular Formula]
C7H4BrNO2 | [MDL Number]
MFCD00694727 | [MOL File]
19932-85-5.mol | [Molecular Weight]
214.016 |
| Chemical Properties | Back Directory | [Melting point ]
192-196 °C | [Boiling point ]
-2.6°C (rough estimate) | [density ]
1.809 | [refractive index ]
1.6120 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
8.34±0.70(Predicted) | [color ]
White to Light yellow to Dark green | [CAS DataBase Reference]
19932-85-5 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Definition]
ChEBI: A member of the class of benzoxazoles that is 2-benzoxazolinone substituted at position 6 by a bromo group. | [Synthesis]
General procedure for the synthesis of 6-bromobenzo[d]oxazol-2(3H)-ones from 2-benzoxazolidinones: 3H-1,3-benzoxazol-2-one (5.00 g, 37.00 mmol) was dissolved in acetic acid (50 mL), and bromine (1.9 mL, 37.0 mmol) was slowly added dropwise. The reaction mixture was stirred at 20°C for 4 hours. After completion of the reaction, the mixture was poured into ice water, the precipitate was collected by filtration, washed with water and dried over air to give a pink solid product (7.48 g, 34.8 mmol, 94% yield). The melting point of the product was 191.6-192.3 °C. 1H NMR (300 MHz, DMSO-d6): δ 11.81 (s, 1H), 7.57 (dd, J=1.9 Hz, 0.3 Hz, 1H), 7.30 (dd, J=8.3 Hz, 1.9 Hz, 1H), 7.04 (dd, J=8.3 Hz, 0.3 Hz, 1H) .13C NMR (75MHz, DMSO-d6): δ154.5, 144.5, 130.3, 126.9, 113.5, 113.2, 111.7.LCMS m/z calculated values [M-H]+: 211.9, 213.9; measured values: 211.8, 213.8. | [References]
[1] European Journal of Medicinal Chemistry, 2018, vol. 159, p. 104 - 125
[2] Patent: US6372933, 2002, B1. Location in patent: Page column 5 - 6
[3] Patent: US2008/138413, 2008, A1. Location in patent: Page/Page column 22
[4] Monatshefte fur Chemie, 2011, vol. 142, # 1, p. 67 - 80
[5] Patent: EP1251128, 2002, A1. Location in patent: Page 38 |
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