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Potassium Carbonate → N,N-dimethyl-2-(4-nitro-1H-pyrazol-1-yl)ethanamine

HRID 1968520
Notes
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Reaction equation

HRID 1968520 reaction equation
Cl.[CH3:2][N:3]([CH3:7])[CH2:4][CH2:5]Cl.C(=O)([O-])[O-].[K+].[K+].[N+:14]([C:17]1[CH:18]=[N:19][NH:20][CH:21]=1)([O-:16])=[O:15]>CC(C)=O>[CH3:2][N:3]([CH3:7])[CH2:4][CH2:5][N:19]1[CH:18]=[C:17]([N+:14]([O-:16])=[O:15])[CH:21]=[N:20]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 163764-nitro-1H-pyrazoleHCID 11636816N,N-Dimethylaminoethyl chloride hydrochloride

Product 1

HCID 56777237N,N-dimethyl-2-(4-nitro-1H-pyrazol-1-yl)ethanamine

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Dimethylaminoethyl chloride hydrochloride (955 mg, 6.63 mmol), potassium carbonate (1.83 g, 8.84 mmol) and 4-nitro-1H-pyrazole (750 mg, 6.63 mmol) were combined in acetone (30 ml) and the reaction was stirred overnight at reflux. After cooling to room temperature, the crude reaction mixture was filtered to remove inorganics, and the filtrate was concentrated to give the product.

Workup

  1. temperatureat reflux
  2. customthe crude reaction mixture
  3. filtrationwas filtered
  4. customto remove inorganics
  5. concentrationthe filtrate was concentrated
  6. customto give the product

Sources & evidence

ORD record
ord-90cd9357aed94eada62ef2c2cd7b9c0b
Source dataset
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08426408B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes