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37924-85-9

37924-85-9 Structure

37924-85-9 Structure
IdentificationMore
[Name]

3-(BROMOMETHYL)-1,2-BENZISOXAZOLE
[CAS]

37924-85-9
[Synonyms]

3-(BROMOMETHYL)-1,2-BENZISOXAZOLE
BMBI
3-BROMOMETHYL-1,2-BENZISOXAZOLE(ZONISAMIDE INTERMEDIATE)
3-Bromoethylbenzo[o]isoxazole
3-(bromomethyl)benzo[d]isoxazole
1,2-Benzisoxazole, 3-(bromomethyl)-
[Molecular Formula]

C8H6BrNO
[MDL Number]

MFCD03701148
[Molecular Weight]

212.04
[MOL File]

37924-85-9.mol
Chemical PropertiesBack Directory
[Appearance]

Colourless Crystalline Solid
[Melting point ]

64-65°C
[Boiling point ]

302.5±17.0 °C(Predicted)
[density ]

1.642±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

Acetone, Chloroform, Dichloromethane, Ethyl Acetate
[form ]

Solid
[pka]

-3.26±0.30(Predicted)
[color ]

Colourless Crystalline
[InChI]

InChI=1S/C8H6BrNO/c9-5-7-6-3-1-2-4-8(6)11-10-7/h1-4H,5H2
[InChIKey]

MAIKTETULSZRED-UHFFFAOYSA-N
[SMILES]

O1C2=C(C=CC=C2)C(CBr)=N1
[CAS DataBase Reference]

37924-85-9(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[Hazard Codes ]

Xn
[Risk Statements ]

22-36
[Safety Statements ]

26
[HS Code ]

29349990
Hazard InformationBack Directory
[Chemical Properties]

Colourless Crystalline Solid
[Synthesis]

1,2-BENZISOXAZOLE-3-ACETIC ACID

37924-67-7

3-(BROMOMETHYL)-1,2-BENZISOXAZOLE

37924-85-9

General procedure for the synthesis of 3-(bromomethyl)benzo[d]isoxazole from 2-(benzo[d]isoxazol-3-yl)-2-bromoacetic acid: 2-(benzo[d]isoxazol-3-yl)-2-bromoacetic acid (Ref. J. Med. Chem. 2003, 46, 5428-5436; Chem. Pharm. Bull. 1978, 26, 3498-3503) was slowly heated to 130 °C and stirred at this temperature for 30 min. A large amount of gas was observed to escape during the reaction. After completion of the reaction, the mixture was cooled to room temperature and filtered to obtain a brown crystalline product. Finally, the product was purified by column chromatography (eluent: hexane) to afford 3-(bromomethyl)benzo[d]isoxazole (2.3 g, 70% yield).

[References]

[1] Patent: US2005/267074, 2005, A1. Location in patent: Page/Page column 26; 45
[2] Patent: US4859691, 1989, A
[3] Patent: CN105399697, 2016, A. Location in patent: Paragraph 0161; 0163
Spectrum DetailBack Directory
[Spectrum Detail]

3-(BROMOMETHYL)-1,2-BENZISOXAZOLE(37924-85-9)1HNMR
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