4-BROMO-N-METHOXY-N-METHYLBENZAMIDE

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4-BROMO-N-METHOXY-N-METHYLBENZAMIDE Basic information
Product Name:4-BROMO-N-METHOXY-N-METHYLBENZAMIDE
Synonyms:4-BROMO-N-METHOXY-N-METHYLBENZAMIDE;4-[Methoxy(methyl)carbamoyl]bromobenzene;Benzamide, 4-bromo-N-methoxy-N-methyl-
CAS:192436-83-2
MF:C9H10BrNO2
MW:244.09
EINECS:
Product Categories:
Mol File:192436-83-2.mol
4-BROMO-N-METHOXY-N-METHYLBENZAMIDE Structure
4-BROMO-N-METHOXY-N-METHYLBENZAMIDE Chemical Properties
refractive index 1.5680 to 1.5720
storage temp. Sealed in dry,Room Temperature
form clear liquid
color Colorless to Light yellow
CAS DataBase Reference192436-83-2
Safety Information
HS Code 2928009090
MSDS Information
4-BROMO-N-METHOXY-N-METHYLBENZAMIDE Usage And Synthesis
Synthesis
N,O-Dimethylhydroxylamine hydrochloride

6638-79-5

4-Bromobenzoyl chloride

586-75-4

4-BROMO-N-METHOXY-N-METHYLBENZAMIDE

192436-83-2

To a stirred dichloromethane solution (300 mL) of 4-bromobenzoyl chloride (20.0 g, 91.1 mmol) was added triethylamine (28.0 mL, 200.0 mmol) and O,N-dimethylhydroxylamine hydrochloride (9.33 g, 95.6 mmol) at -78 °C. The reaction mixture was slowly warmed to room temperature and stirred continuously for 1.5 hours. After completion of the reaction, the mixture was concentrated to remove the solvent. The residue was ground with acetone and the solid obtained was dissolved in ethyl acetate and washed sequentially with water and brine. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated to give 4-bromo-N-methoxy-N-methylbenzamide (18.6 g, 84% yield).

References[1] Angewandte Chemie - International Edition, 2010, vol. 49, # 17, p. 3073 - 3076
[2] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 17, p. 3694 - 3698
[3] European Journal of Organic Chemistry, 2017, vol. 2017, # 46, p. 6840 - 6850
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 4, p. 1415 - 1419
[5] Patent: US2007/66628, 2007, A1. Location in patent: Page/Page column 15
Tag:4-BROMO-N-METHOXY-N-METHYLBENZAMIDE(192436-83-2) Related Product Information
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