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HRID 723430Erstellt: 26. Oktober 2026

Triethylamine → 6-Chloro-N4-(3-nitrobenzyl)pyrimidine-2,4,5-triamine

https://huagongshe.com/reaction/723430

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2,5-Diamino-4,6-dichloropyrimidineHCID 301039—
EduktBenzenemethanamine, 3-nitro-, hydrochloride (1:1)HCID 2724030—
Lösungsmittel1-ButanolHCID 263—
Produkt6-Chloro-N4-(3-nitrobenzyl)pyrimidine-2,4,5-triamineHCID 8661104878,6%

Reaktionsschritte

A mixture of 4,6-dichloropyrimidine-2,5-diamine (700 mg, 3.91 mmol), 3-nitrobenzylamine hydrochloride (885 mg, 4.69 mmol) and triethylamine (1.6 mL, 11.7 mmol) in n-BuOH (20 mL) was refluxed for 17 h, concentrated in vacuo and the residue partitioned between EtOAc (10 mL) and H2O (5 mL). The organic phase was dried (MgSO4) and concentrated in vacuo to give the title compound as an orange solid (906 mg, 76%) which was used in the next reaction without further purification; NMR δH (400 MHz, CDCl3) 8.16 (1H, s), 8.10 (1H, d, J 8.0 Hz), 7.80 (1H, d, J 7.5 Hz), 7.62 (1H, t, J 7.5 Hz), 7.25 (1H, t, J 6.0 Hz), 5.69 (2H, s), 4.67 (2H, d, J 6.0 Hz) and 3.93 (2H, br s).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07141575B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-cb33c0f8c8b24b3da04a480ad70e26d4
Quellennotizuspto-grants-2006_11