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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 528132Generated: October 26, 2026

Hydrochloric Acid → N2,N4-bis(4-ethoxyphenyl)-2,4-pyrimidinediamine

https://huagongshe.com/reaction/528132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-EthoxyanilineHCID 9076—
Reactant2,4-DichloropyrimidineHCID 77531—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductN2,N4-bis(4-ethoxyphenyl)-2,4-pyrimidinediamineHCID 22061075—

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 2,4-dichloropyrimidine (0.015 g, 0.1 mmol) in EtOH (1 mL) was added 4-ethoxyaniline (0.034 g, 0.025 mmol) and heated in a sealed tube at 70-80° C. for 24 h. Upon cooling the reaction was diluted with H2O (10 mL), acidified with 2N HCl, the solid obtained was filtered, washed with H2O and dried to give N2,N4-bis(4-ethoxyphenyl)-2,4-pyrimidinediamine (R926069). 1H NMR (CD3OD): δ 7.63 (d, 1H), 7.45 (d, 2H), J=9 Hz), 7.32 (d, 2H, J=9.3 Hz), 6.95 (d, 2H, J=6.9 Hz), 6.87 (d, 2H, J=8.7 Hz), 6.23 (d, 1H, J=7.2 Hz), 4.04 (m, 4H), 1.38 (m, 6H); LCMS: ret. time: 25.91 min.; purity: 99.5%; MS (m/e): 351 (MH|).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346765B2
Source datasetuspto-grants-2016_05
ORD IDord-926e56572ddc455ab54ed80c64a6ce2d
Source noteuspto-grants-2016_05