Hydrazine → HCID 69960387, compound

HRID 1291315Notes

Reaction equation

HRID 1291315 reaction equation
[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([C:8]2[CH:29]=[CH:28][C:11]([CH2:12][N:13]3[CH:17]=[CH:16][C:15]([C:18](OCC)=[O:19])=[C:14]3[C:23](OCC)=[O:24])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[NH2:32][NH2:33]>C(O)C>[Cl:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([C:8]2[CH:29]=[CH:28][C:11]([CH2:12][N:13]3[C:14]4[C:23](=[O:24])[NH:32][NH:33][C:18](=[O:19])[C:15]=4[CH:16]=[CH:17]3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 18919259HCID 18919259, compound

Product 1

HCID 69960387HCID 69960387, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

In ethanol (70 ml) was dissolved 1-[4-(4-chlorobenzoyl)benzyl]-2,3-diethoxycarbonylpyrrole (3.31 g) followed by addition of anhydrous hydrazine (10.54 g) and the mixture was refluxed for 3 hours. The solvent was then distilled off under reduced pressure and the resulting crystals were suspended in water (150 ml) and, after addition of concentrated hydrochloric acid (30 ml), stirred at 85° C. for 30 minutes. The crystals were rinsed with water, methanol and ether serially and dried under reduced pressure to provide 1.46 g (yield 81%) of the title compound.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. distillationThe solvent was then distilled off under reduced pressure
  3. additionafter addition of concentrated hydrochloric acid (30 ml)
  4. washThe crystals were rinsed with water, methanol and ether serially
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-5cd7c4a76aa44d6d85bdf8e904763e2b
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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