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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2108685Generated: October 30, 2026

Hydrochloric Acid → HCID 10072833, compound

https://huagongshe.com/reaction/2108685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant4-AminoacetanilideHCID 31230—
ReactantHCID 57632407HCID 57632407—
SolventIsopropanolHCID 3776—
ProductHCID 10072833HCID 1007283371.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 2-[(2-chloro-5-nitropyrimidin-4-yl)amino]-N-methylbenzamide (54 mg, 0.178 mmol) and N-(4-aminophenyl)acetamide (28 mg, 0.185 mmol) in 2-propanol (2 mL) was added 1N HCl in diethyl ether (50 uL, 0.05 mmol). The reaction mixture was heated at 90° C. for 30 hours. After the reaction was cooled to room temperature the mixture was filtered, and the solid was washed with 2-propanol, hexane, and ethyl acetate. The solid was then dried under vacuum to give 2-[(2-{[4-(acetylamino)phenyl]amino}-5-nitropyrimidin-4-yl)amino]-N-methylbenzamide hydrochloride (58 mg, 71%) as a yellow tan solid. 1H NMR (DMSO-d6/D2O): δ 9.05 (s, 1H), 8.20 (m, 1H), 7.59 (d, 1 H), 7.40-7.50 (m, 5 H), 7.24 (t, 1 H), 2.76 (s, 3 H), 2.02 (s, 3H). MS m/z 421 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514446B2
Source datasetuspto-grants-2009_04
ORD IDord-7e73e1b463944a78871ccb0d148be801
Source noteuspto-grants-2009_04