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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 76524Erstellt: 23. Oktober 2026

2,4-Diaminotoluene → N2,N4-bis(3-amino-4-methylphenyl)-2,4-pyrimidinediamine

https://huagongshe.com/de/reaction/76524

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,4-DiaminotolueneHCID 7261—
Edukt2,4-DichloropyrimidineHCID 77531—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
ProduktN2,N4-bis(3-amino-4-methylphenyl)-2,4-pyrimidinediamineHCID 22060848—

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

2,4-Dichloropyrimidine (45 mg, 0.30 mmol) was dissolved in a mixture of MeOH (1 ml) and H2O (0.1 ml). 3-amino-4-methylaniline (146 mg, 1.2 mmol) was added and the mixture was refluxed for 20 hours (70° C. oil-bath temperature). The mixture was cooled to 22° C., concentrated to dryness under reduced pressure and subjected to column chromatography on silica gel (CHCl3-Acetone, 2:1) to give N2,N4-bis(3-amino-4-methylphenyl)-2,4-pyrimidinediamine. 1H NMR (CD3OD): δ 8.13 (s, 1H), 6.95 (d, 2H, J=7.5 Hz), 6.82 (d, 2H, J=1.8 Hz), 6.60 (dd, 2H, J=1.8, 7.5 Hz), 6.17 (s, 1H), 2.12 (s, 6H);

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835430B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d4b2a08c3d564737937bcb220a24c7e0
Quellennotizuspto-grants-2014_09