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Ammonia → HCID 3106275, compound

HRID 617369
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Reaction equation

HRID 617369 reaction equation
[NH2:1][NH2:2].Cl[C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][C:7]([N+:13]([O-:15])=[O:14])=[CH:6][N:5]=1.N>CO>[N+:10]([C:9]1[C:4]([NH:1][NH2:2])=[N:5][CH:6]=[C:7]([N+:13]([O-:15])=[O:14])[CH:8]=1)([O-:12])=[O:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 222AmmoniaHCID 9321HydrazineHCID 757382-Chloro-3,5-dinitropyridine

Product 1

HCID 3106275HCID 3106275, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine (anhydrous, 0.75 ml, 23.9 mmol) was added to a solution of 2-chloro-3,5-dinitro-pyridine (3.42 g, 16.8 mmol) in methanol (25 mL). The resultant mixture was stirred at room temperature overnight. Solvent was evaporated, and the residue was washed with water and methanol several times to remove the impurities. A dark solid powder was obtained (3.0 g). MS (DCI/NH3) m/e: 200 (M+1). 1H NMR (DMSO-d6, 300MHz) d: 9.25 (m, 1H), 9.06 (m, 1H).

Workup

  1. customSolvent was evaporated
  2. washthe residue was washed with water and methanol several times
  3. customto remove the impurities
  4. customA dark solid powder was obtained (3.0 g)

Sources & evidence

ORD record
ord-abd1bed8f3ac4d74917b2a64f49c2da4
Source dataset
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05948793

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes