Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447681Generated: October 31, 2026

3-Chlorobenzoic Acid → HCID 178478055, compound

https://huagongshe.com/reaction/447681

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chlorobenzoic AcidHCID 447—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant4,5-Pyrimidinediamine, 6-chloro-HCID 78010—
ProductHCID 178478055HCID 17847805599.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 6-Chloro-4,5-diaminopyrimidine (0.70 g, 4.84 mmol) and 3-chlorobenzoic acid (0.76 g, 4.84 mmol) in the flask was added phosphoryl chloride (40.0 mL), and the resulting mixture was stirred for 16 h at 100° C. The reaction mixture was evaporated to remove excess phosphoryl chloride, and the residue was added to water (20 mL). The precipitate was filtered and purified by flash chromatography (0 to 5% Methanol/DCM) to afford the title compound (1.28 g, 31%) as a yellow solid. LC/MS: Rt=1.59 min, ES+ 265.0 (FA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481550B2
Source datasetuspto-grants-2013_07
ORD IDord-4c23f51c58bc4f24833a7e56e817236f
Source noteuspto-grants-2013_07