Methylhydrazine → HCID 131710115, compound

HRID 268311Notes

Reaction equation

HRID 268311 reaction equation
[C:1]([C:3]1[C:4]([C:13]2[N:14]([CH3:21])[C:15]([N+:18]([O-:20])=[O:19])=[CH:16][N:17]=2)=[N:5][N:6]([CH3:12])[C:7]=1[N:8]=[CH:9]OC)#[N:2].[CH3:22][NH:23][NH2:24].C(C1C(C2N(C)C([N+]([O-])=O)=CN=2)=NN(C)C=1N=CO)#N>C(O)C>[CH3:22][NH:23][NH:24][CH:9]=[N:8][C:7]1[N:6]([CH3:12])[N:5]=[C:4]([C:13]2[N:14]([CH3:21])[C:15]([N+:18]([O-:20])=[O:19])=[CH:16][N:17]=2)[C:3]=1[C:1]#[N:2]

Participants

5

Reactant 3

HCID 6061Methylhydrazine2×HCID 54162317HCID 54162317, compoundHCID 178481772HCID 178481772, compound

Product 1

HCID 131710115HCID 131710115, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1.0 g. of methyl N-[4-cyano-1-methyl-3-(1-methyl-5-nitro-2-imidazolyl)pyrazol-5-yl]formimidate, 1 ml. of methyl hydrazine, and 10 ml. of ethanol was stirred at ambient room temperature for about 1 hour. The reaction product mixture was filtered. The solid which was recovered was recrystallized from ethanol to yield product in the form of yellow needles having a melting point of about 232°-234° C. The product was identified by NMR spectrum and elemental analyses as N-[4-cyano-1-methyl-3-(1-methyl-5-nitroimidazol-2-yl)pyrazol-5-yl]formimidic acid, 2-methyl hydrazine.

Workup

  1. additionA mixture of 1.0 g
  2. filtrationThe reaction product mixture was filtered
  3. customThe solid which was recovered
  4. customwas recrystallized from ethanol
  5. customto yield product in the form of yellow needles

Sources & evidence

ORD record
ord-4a3186e1e73a4bcba80766cf3b2977ac
Source dataset
uspto-grants-1976_03
Patent number
US03947467

Reaction notes

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