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

HRID 558260Notes

Reaction equation

HRID 558260 reaction equation
O.[NH2:2][NH2:3].C[O:5][C:6](=O)[CH2:7][N:8]1[C:12]([CH2:13][CH3:14])=[C:11]([O:15][C:16]2[CH:21]=[C:20]([Cl:22])[CH:19]=[C:18]([Cl:23])[CH:17]=2)[C:10]([CH2:24][CH3:25])=[N:9]1>C(O)C>[Cl:23][C:18]1[CH:17]=[C:16]([CH:21]=[C:20]([Cl:22])[CH:19]=1)[O:15][C:11]1[C:10]([CH2:24][CH3:25])=[N:9][N:8]([CH2:7][C:6]([NH:2][NH2:3])=[O:5])[C:12]=1[CH2:13][CH3:14]

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-28ad9173ea7241dab245fe9b50c14e76
Source dataset
uspto-grants-2011_11
Patent number
US08063044B2

Reaction notes

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