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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509582Generated: October 31, 2026

Hydrazine hydrate (1:1) → N-amino-N'-(2-chlorophenyl)pyrimidine-4-carboxamidine

https://huagongshe.com/reaction/509582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantPhosphorus pentachlorideHCID 24819—
ReactantN-(2-chlorophenyl)pyrimidine-4-carboxamideHCID 67958692—
SolventTolueneHCID 1140—
ProductN-amino-N'-(2-chlorophenyl)pyrimidine-4-carboxamidineHCID 67958854—

Reaction Steps

To a suspension of N-(2-chlorophenyl)pyrimidine-4-carboxamide 3 (0.2 g, 0.86 mmol) in 20 mL of PhMe was added 0.65 g of PCl5. The mixture was stirred at reflux for 3 h. To this solution was added 3 mL of NH2NH2.H2O. The mixture was stirred at ambient temperature for 2 h. After removal of all solvent, the residue was purified by column (2:1 of hexane/ethyl acetate) to give N-amino-N′-(2-chlorophenyl)pyrimidine-4-carboxamidine 5 as a solid. Yield: 0.15 g, 70%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096587B2
Source datasetuspto-grants-2015_08
ORD IDord-8925a77f82a849118c6aebc9b8afd4e1
Source noteuspto-grants-2015_08