4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde

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4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde Basic information
Product Name:4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde
Synonyms:AKOS B007395;4-BROMO-1-METHYLPYRAZOLE-5-CARBOXALDEHYDE;4-BROMO-2-METHYL-2 H-PYRAZOLE-3-CARBALDEHYDE;ART-CHEM-BB B007395;4-Bromo-1-methylpyrazole-5-carbaldehyde;4-Bromo-2-methylpyrazole-3-carbaldehyde;4-BroMo-1-Methyl-1H-pyrazole-5-carboxaldehyde, 97%;1H-Pyrazole-5-carboxaldehyde, 4-bromo-1-methyl-
CAS:473528-88-0
MF:C5H5BrN2O
MW:189.01
EINECS:
Product Categories:
Mol File:473528-88-0.mol
4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde Structure
4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde Chemical Properties
Melting point 102-103°C
Boiling point 275.2±20.0 °C(Predicted)
density 1.73±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-1.48±0.10(Predicted)
Sensitive Air Sensitive
CAS DataBase Reference473528-88-0
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
HS Code 2933119000
MSDS Information
4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde Usage And Synthesis
Synthesis
1-Methyl-1H-pyrazole-5-carbaldehyde

27258-33-9

4-BROMO-1-METHYL-1H-PYRAZOLE-5-CARBALDEHYDE

473528-88-0

General procedure for the synthesis of 1-methylpyrazole-5-carboxaldehyde using 1-methyl-1H-pyrazole-5-carboxaldehyde as starting material: a solution of N,N-dimethylformamide (DMF, 5 mL) of N-bromosuccinimide (NBS, 1.62 g, 9.09 mmol) was slowly added dropwise to a solution of 1-methyl-1H-pyrazole-5-carboxaldehyde (1.0 g, 9.09 mmol) solution in DMF (8 mL). The reaction mixture was stirred at room temperature overnight. Subsequently, 1N sodium hydroxide solution (9.1 mL) was added and stirring was continued for 10 min. The reaction solution was diluted with water (100 mL) and extracted with ethyl acetate (EtOAc, 30 mL x 3). The organic phases were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated to give an orange solid product (1.57 g, 92% yield). Liquid phase mass spectrometry (LRMS) detection showed m/z (M+H) of 187.9 and the measured value was 188.0.

References[1] Patent: WO2014/81619, 2014, A1. Location in patent: Page/Page column 47
[2] Chemistry - A European Journal, 2018, vol. 24, # 38, p. 9530 - 9534
4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde Preparation Products And Raw materials
Raw materials1-Methyl-1H-pyrazole-5-carbaldehyde-->N-Bromosuccinimide-->N,N-Dimethylformamide
Tag:4-Bromo-1-methyl-1H-pyrazole-5-carbaldehyde(473528-88-0) Related Product Information
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