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Methylamine → N,1-dimethyl-3-nitro-4-pyrazolecarboxamide

HRID 225216
Notes
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Reaction equation

HRID 225216 reaction equation
[CH3:1][NH2:2].[CH3:3][N:4]1[CH:8]=[C:7]([C:9](Cl)=[O:10])[C:6]([N+:12]([O-:14])=[O:13])=[N:5]1>O>[CH3:1][NH:2][C:9]([C:7]1[C:6]([N+:12]([O-:14])=[O:13])=[N:5][N:4]([CH3:3])[CH:8]=1)=[O:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6329MethylamineHCID 233295081-Methyl-3-nitro-1H-pyrazole-4-carbonyl chloride

Product 1

HCID 23329524N,1-dimethyl-3-nitro-4-pyrazolecarboxamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Fifty ml. of water was cooled in an ice bath and saturated with monomethylamine. To the solution was added 2 gm. of 1-methyl-3-nitro-4-pyrazolecarbonyl chloride in portions, and the mixture was heated until the solid dissolved. Upon cooling a solid precipitated which was recrystallized from water and identified as 1.3 gm. of N,1-dimethyl-3-nitro-4-pyrazolecarboxamide, m.p. 163°-165° C.

Workup

  1. additionTo the solution was added 2 gm
  2. dissolutiondissolved
  3. temperatureUpon cooling a solid
  4. customprecipitated which
  5. customwas recrystallized from water

Sources & evidence

ORD record
ord-d21fc62033dd44fcaa82802a1d93a767
Source dataset
uspto-grants-1980_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04235995

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes