Hydrazine → HCID 20435928, compound

HRID 1154032Notes

Reaction equation

HRID 1154032 reaction equation
[CH3:1][C:2]([CH2:13][CH2:14][O:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][O:17]1)([C:8](OCC)=[O:9])[C:3](OCC)=[O:4].[NH2:22][NH2:23]>>[CH3:1][C:2]1([CH2:13][CH2:14][O:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)[C:8](=[O:9])[NH:23][NH:22][C:3]1=[O:4]

Participants

3

Reactant 2

HCID 9321HydrazineHCID 20435998HCID 20435998, compound

Product 1

HCID 20435928HCID 20435928, compoundYield 62%

Procedure

A mixture of 120.8 g (0.4 mol) of diethyl 2-methyl-2-[2-(tetrahydro-2-pyranyloxy)ethyl]-propane-1,3-dioate and 150 ml of anhydrous hydrazine was heated under reflux for 64 hours. The excess hydrazine was removed by distillation and the residue was recrystallized from methanol to give 60.28 g (62%) of 4-methyl-4-[2-(tetrahydro-2-pyranyloxy)-ethyl]-pyrazolidine-3,5-dione having a melting point of 179°-180° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 64 hours
  3. customThe excess hydrazine was removed by distillation
  4. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-6d1dba4ee100425ba9a53fd1dda0cf95
Source dataset
uspto-grants-1984_12
Patent number
US04487929

Reaction notes

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