Nitric Acid → HCID 178460811, compound

HRID 2404970Notes

Reaction equation

HRID 2404970 reaction equation
[CH2:1]([S:4][C:5]1[N:10]=[C:9]([OH:11])[CH:8]=[C:7]([OH:12])[N:6]=1)[CH2:2][CH3:3].O.[N+:14]([O-])([OH:16])=[O:15]>>[N+:14]([C:8]1[C:7]([OH:12])=[N:6][C:5]([S:4][CH2:1][CH2:2][CH3:3])=[N:10][C:9]=1[OH:11])([O-:16])=[O:15]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 1784608102-(Propylthio)pyrimidine-4,6-diol

Product 1

HCID 178460811HCID 178460811, compoundYield 48%

Conditions

Temperature
0 °C

Procedure

A solution of 2-(propylthio)pyrimidine-4,6-diol (3 g, 16.11 mmol, 1.00 equiv.) in nitric acid (65%) (10 mL) was stirred at ambient temperature for about 2 hours. After adding water (10 mL), the mixture was stirred at about 0° C. for about 30 minutes. The resulting solids were collected by filtration to afford the title product as a yellow solid (1.8 g; yield=48%). 1H NMR (300 MHz, DMSO-d6) δ: 3.17 (t, J=7.2 Hz, 2H), 1.62-1.75 (m, 2H), 0.95-1.02, (t, J=7.2 Hz, 3H).

Workup

  1. filtrationThe resulting solids were collected by filtration

Sources & evidence

ORD record
ord-5186a9974c5c4641adb5779810b25af9
Source dataset
uspto-grants-2014_08
Patent number
US08802850B2

Reaction notes

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