Dimethylformamide → HCID 51000331, compound

HRID 1528086Notes

Reaction equation

HRID 1528086 reaction equation
CN(C=O)C.[N+:6]([C:9]1[CH:10]=[N:11][NH:12][CH:13]=1)([O-:8])=[O:7].C(=O)([O-])[O-].[K+].[K+].Br[CH2:21][CH:22]([CH3:24])[CH3:23]>O>[CH3:21][CH:22]([CH3:24])[CH2:23][N:11]1[CH:10]=[C:9]([N+:6]([O-:8])=[O:7])[CH:13]=[N:12]1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 65551-Bromo-2-methylpropaneHCID 11430Potassium CarbonateHCID 163764-nitro-1H-pyrazole

Product 1

HCID 51000331HCID 51000331, compoundYield 276%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

To a DMF solution (30 ml) of 4-nitro-1H-pyrazole (1.00 g) were added potassium carbonate (3.67 g) and 1-bromo-2-methylpropane (1.82 g), and the mixture was stirred at 70° C. for 3 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (4.13 g, containing DMF).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6fd103bc66c24cb7a59a22c2ce3286de
Source dataset
uspto-grants-2015_07
Patent number
US09090586B2

Reaction notes

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