5-Bromo-1-methyl-1H-pyrazol-3-amine

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5-Bromo-1-methyl-1H-pyrazol-3-amine Basic information
Product Name:5-Bromo-1-methyl-1H-pyrazol-3-amine
Synonyms:5-bromo-1-methylpyrazol-3-amine;5-Bromo-1-methyl-1H-pyrazol-3-amine;3-Amino-5-bromo-1-methylpyrazole;5-bromo-3-amino-1-methylpyrazole;1H-Pyrazol-3-amine, 5-bromo-1-methyl-
CAS:89088-55-1
MF:C4H6BrN3
MW:176.01
EINECS:
Product Categories:
Mol File:89088-55-1.mol
5-Bromo-1-methyl-1H-pyrazol-3-amine Structure
5-Bromo-1-methyl-1H-pyrazol-3-amine Chemical Properties
Boiling point 294.2±20.0 °C(Predicted)
density 1.91±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka2.97±0.11(Predicted)
AppearanceWhite to yellow Solid
Safety Information
MSDS Information
5-Bromo-1-methyl-1H-pyrazol-3-amine Usage And Synthesis
Synthesis
1H-Pyrazole, 5-bromo-3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-

89088-51-7

5-Bromo-1-methyl-1H-pyrazol-3-amine

89088-55-1

Step 3: To a solution of hydroxylamine hydrochloride (3.06 g, 44.1 mmol) in ethanol (20 mL) was sequentially added a mixed water-ethanol (1:1, 40 mL) solution of potassium hydroxide (1.26 g, 22.5 mmol) and a solution of compound 63 (2.3 g, 9 mmol). The reaction mixture was heated to reflux overnight. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether=1:5) to afford compound 64 (1.45 g, 75% yield) as a white solid. lC-MS (Method D): tR=0.58 min, [M+H]+=175.99, 178.01. 1H-NMR (300 MHz, DMSO-d6): δ 3.44 (d, J=93.5 Hz, 3H), 4.77 (s, 2H), 5.53 (s, 1H).

References[1] Journal of Organic Chemistry, 1984, vol. 49, # 7, p. 1224 - 1227
[2] Patent: EP2426135, 2012, A1. Location in patent: Page/Page column 117
[3] Patent: US2011/71150, 2011, A1. Location in patent: Page/Page column 32
[4] Patent: US2011/81316, 2011, A1. Location in patent: Page/Page column 15; 16
5-Bromo-1-methyl-1H-pyrazol-3-amine Preparation Products And Raw materials
Raw materials1H-Pyrazole, 5-bromo-3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl--->Ethanol-->Hydroxylamine hydrochloride-->Potassium hydroxide-->Water
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