Hydrazine hydrate (1:1) → HCID 10291828, compound

HRID 2215302Notes

Reaction equation

HRID 2215302 reaction equation
O.[NH2:2][NH2:3].[Cl:4][C:5]1[CH:6]=[C:7]([CH:23]=[C:24]([Cl:26])[CH:25]=1)[O:8][C:9]1[C:10]([CH2:21][CH3:22])=[N:11][N:12]([CH2:16][C:17](OC)=[O:18])[C:13]=1[CH2:14][CH3:15]>C(O)C>[Cl:4][C:5]1[CH:6]=[C:7]([CH:23]=[C:24]([Cl:26])[CH:25]=1)[O:8][C:9]1[C:10]([CH2:21][CH3:22])=[N:11][N:12]([CH2:16][C:17]([NH:2][NH2:3])=[O:18])[C:13]=1[CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 10291825HCID 10291825, compound

Product 1

HCID 10291828HCID 10291828, compoundYield 70,624%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine hydrate (520 μL, 10.9 mmol) was added to a solution of the ester (780 mg, 2.18 mmol) of Example 9 in ethanol (25 ml) and the resulting mixture was heated under reflux for 18 hours. After cooling, the precipitate was collected by filtration and washed with ether (50 ml) to afford the title compound (550 g) as a white solid, m.p. >250° C.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 18 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with ether (50 ml)

Sources & evidence

ORD record
ord-5756c527269b494084d185b7587673f7
Source dataset
uspto-grants-2006_09
Patent number
US07109228B2

Reaction notes

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