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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 851794Generated: October 25, 2026

1,2-Hydrazinedicarboxamide → 4-[[3-[(3,5-Dioxo-1,2,4-triazolidin-4-yl)methyl]phenyl]methyl]-1,2,4-triazolidine-3,5-dione

https://huagongshe.com/reaction/851794

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-HydrazinedicarboxamideHCID 8039—
Reactant1,3-BenzenedimethanamineHCID 15133—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-[[3-[(3,5-Dioxo-1,2,4-triazolidin-4-yl)methyl]phenyl]methyl]-1,2,4-triazolidine-3,5-dioneHCID 392325—

Reaction Steps

64.2 g of hydrazodicarbonamide and 37 g of m-xylylene diamine in 300 ml of N-methyl pyrrolidone are heated with stirring for 4 hours to 175° C. and for 30 hours to 200° C. The solvent is then distilled off in vacuo and the residue is recrystallised from chloroform, giving 58 g (70% of the theoretical) of 1,3-bis-(1,2,4-triazolidine-3,5-dione-4-yl-methyl)-benzene in the form of colourless crystals melting at 244° to 246° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04386213
Source datasetuspto-grants-1983_05
ORD IDord-17252b5a382643cc9e601e4bda299810
Source noteuspto-grants-1983_05