Hydrochloric Acid → 2-(Propylthio)pyrimidine-4,6-diol

HRID 1773438

Reaktionsgleichung

Reaktionsgleichung von HRID 1773438
[SH:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[N:3]=1.[OH-].[Na+].CN1C[CH2:16][C:15](=O)[CH2:14]1.ICCC.Cl>O>[CH2:14]([S:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[N:3]=1)[CH2:15][CH3:16]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 336431-IodopropaneHCID 1442833-Pyrrolidone, 1-methyl-HCID 178516656HCID 178516656, Verbindung

Produkt 1

HCID 1784608102-(Propylthio)pyrimidine-4,6-diol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 2-mercaptopyrimidine-4,6-diol (25 g, 173.61 mmol, 1.00 equiv.), sodium hydroxide (15.8 g, 395.00 mmol, 2.27 equiv.), 1-methylpyrrolidin-3-one (50 mL), and 1-iodopropane (30.6 g, 180.00 mmol, 1.05 equiv.) dissolved in water (60 mL) was stirred at ambient temperature for about 48 hours. The pH value of the solution was adjusted to 2-3 by adding hydrochloric acid. The solids were then collected by filtration to give the product as an off-white solid (35 g; (crude)). 1H NMR (300 MHz, DMSO-d6) δ: 11.78 (b, 1H), 10.30 (b, 1H), 5.13 (s, 1H), 3.07 (t, J=7.2 Hz, 2H), 1.58-1.70 (m, 2H), 0.96 (t, J=7.2 Hz, 2H).

Aufarbeitung

  1. filtrationThe solids were then collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-fea7f89566024a2b8cea57f443282723
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09255104B2

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