Hydrazine hydrate (1:1) → 351458-51-0

HRID 456646Notes

Reaction equation

HRID 456646 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[C:11]([C:13]1[NH:14][CH:15]=[CH:16][CH:17]=1)=O.O.[NH2:19][NH2:20]>C1(C)C=CC=CC=1.CN(C=O)C>[N+:8]([C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][CH:6]=1)[NH:20][N:19]=[C:11]2[C:13]1[NH:14][CH:15]=[CH:16][CH:17]=1)([O-:10])=[O:9]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 18436869HCID 18436869, compound

Product 1

HCID 135409235351458-51-0Yield 77%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of (2-chloro-5-nitro-phenyl)-(1H-pyrrol-2-yl)-methanone (600 mg) and hydrazine hydrate (0.5 mL) in toluene (20 mL) and DMF (3 mL) was heated at 120° C. for 2 hours. The reaction was concentrated, the residue was washed with water and recrystallized to give 0.42 g (77%) of the titled compound as an orange solid.

Workup

  1. concentrationThe reaction was concentrated
  2. washthe residue was washed with water
  3. customrecrystallized

Sources & evidence

ORD record
ord-f1c4083255f84baca8b6190ff947a6c7
Source dataset
uspto-grants-2007_03
Patent number
US07186716B2

Reaction notes

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