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HRID 750514Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/750514

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
PatentnummerUS07405219B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-b6b4501915c14f9ab4cd56a415601e0f
Quellennotizuspto-grants-2008_07