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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76495Generated: October 25, 2026

4-Hydroxyxylidine → N2,N4-bis-(2,3-dimethyl-4-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine

https://huagongshe.com/reaction/76495

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxyxylidineHCID 76542—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
ProductN2,N4-bis-(2,3-dimethyl-4-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamineHCID 22060616—

Reaction Steps

In like manner to the preparation of N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine, the reaction of 2,4-dichloro-5-fluoropyrimidine with 2,3-dimethyl-4-hydroxyaniline gave N2,N4-bis-(2,3-dimethyl-4-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine. LCMS: ret. time: 19.07 min.; purity: 99%; MS (m/e): 369 (MH+); 1H NMR (DMSO-d6): δ 9.21 (1H, s), 8.99 (1H, s), 8.63 (1H, s), 7.92 (1H, s), 7.84 (1H, d, J=3.6 Hz), 6.94 (1H, d, J=8.5 Hz), 6.85 (1H, d, J=8.5 Hz), 6.70 (1H, d, J=8.5 Hz), 6.58 (1H, d, J=8.5 Hz), 2.12 (3H, s), 2.06 (3H, s), 2.02 (3H, s), 1.94 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835430B2
Source datasetuspto-grants-2014_09
ORD IDord-26b185a02ccf40c38d305f902d76d735
Source noteuspto-grants-2014_09