Phenylhydrazine → HCID 741968, compound

HRID 128449Notes

Reaction equation

HRID 128449 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN([CH:12]=[N:13][C:14](=O)[C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)C>C(O)(=O)C>[C:1]1([N:7]2[C:14]([C:15]3[CH:16]=[CH:17][C:18]([N+:21]([O-:23])=[O:22])=[CH:19][CH:20]=3)=[N:13][CH:12]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 12550338N-(dimethylaminomethylene)-p-nitrobenzamide

Product 1

HCID 741968HCID 741968, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 5.4 g. of phenylhydrazine in 70 ml. of 30% aqueous acetic acid is added 10.0 g. of N-(dimethylaminomethylene)-p-nitrobenzamide. The reaction mixture is stirred at 90° C. for one hour and then cooled. The solid is collected and recrystallized from ethanol giving 9.1 g. of the desired product as colorless crystals, mp. 130°-132° C.

Workup

  1. temperaturecooled
  2. customThe solid is collected
  3. customrecrystallized from ethanol giving 9.1 g

Sources & evidence

ORD record
ord-45d97c84a9db4cdfa47cf2f2fa019d01
Source dataset
uspto-grants-1981_03
Patent number
US04259504

Reaction notes

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