Hydrazine hydrate (1:1) → HCID 54463805, compound
Reaction equation
C([N:4]1[CH:9]([CH2:10][C:11]#[N:12])[C:8](=[O:13])[NH:7][C:6](=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]1=[O:21])(=O)C.O.NN>CN(C)C=O>[CH:14](=[C:6]1[NH:7][C:8](=[O:13])[CH:9]([CH2:10][C:11]#[N:12])[NH:4][C:5]1=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
100 ml of dimethylformamide was added to the syrup of 1-acetyl-3-benzylidene-6-cyanomethyl-2,5-dioxopiperazine and dissolved, followed by addition of 8.89 g (0.1776 mol) of hydrazine monohydrate. The solution was stirred at room temperature for 3 hours, concentrated, and the residue washed with water to obtain 4.91 g of 3-benzylidene-6-cyanomethyl-2,5-dioxopiperazine. Yield (based on N,N'-diacetyl-3-cyanomethyl-2,5-dioxopiperazine): 45.8%.
Workup
- dissolutiondissolved
- concentrationconcentrated
- washthe residue washed with water
Sources & evidence
- ORD record
- ord-684de9f1c90e460c9180eaccbde24fac
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05294714
Reaction notes
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