5-Aminouracil Chemical Properties

Melting point:

>300 °C (lit.)

Boiling point:

235.85°C (rough estimate)

Density 

1.4748 (rough estimate)

refractive index 

1.5000 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Fine Powder

pka

9.19±0.10(Predicted)

color 

Beige to brown

Water Solubility 

0.5 g/L (20 ºC)

BRN 

127250

InChI

InChI=1S/C4H5N3O2/c5-2-1-6-4(9)7-3(2)8/h1H,5H2,(H2,6,7,8,9)

InChIKey

BISHACNKZIBDFM-UHFFFAOYSA-N

SMILES

C1(=O)NC=C(N)C(=O)N1

CAS DataBase Reference

932-52-5(CAS DataBase Reference)

NIST Chemistry Reference

5-Aminouracil(932-52-5)

EPA Substance Registry System

5-Aminouracil (932-52-5)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38-20/21/22

Safety Statements 

22-24/25-36-26

WGK Germany 

3

RTECS 

YQ8740000

F 

10-23

TSCA 

Yes

HS Code 

29335990

Toxicity

mmo-esc 300 mg/L JGMIAN 18,543,58

MSDS

• Language:English Provider:5-Aminouracil
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

5-Aminouracil Usage And Synthesis

Uses

5-Aminouracil is a useful research chemical.

Chemical Properties

beige to brown fine powder

Safety Profile

Human mutation data reported.When heated to decomposition it emits toxic vapors ofNOx.

Synthesis

The general procedure for the synthesis of 5-aminouracil from 5-nitropyrimidine-2,4(1H,3H)-dione is as follows: 1. to a 5 liter four-necked round-bottomed flask was added water (2.871 L), ammonia (116.1 mL) and 5-nitropyrimidine-2,4(1H,3H)-dione (180 g, 1.15 mol, 1.00 equiv.). 2. sodium conidiosulfite (Na2S2O2, 860 g, 6.06 mol, 4.30 eq.) was added in batches. 3. The pH of the reaction solution was adjusted to 8 using 25% ammonia. 4. The reaction mixture was stirred at 75 °C for 3 hours. 5. After completion of the reaction, the mixture was cooled to 15 °C using an ice/water bath. 6. The solid product was collected by filtration to afford 5-aminopyrimidine-2,4(1H,3H)-dione (118 g, 81% yield) as a yellow solid.

References

[1] Patent: US2011/207713, 2011, A1. Location in patent: Page/Page column 58
[2] American Chemical Journal, 1905, vol. 33, p. 443
[3] Justus Liebigs Annalen der Chemie, 1899, vol. 309, p. 255,256
[4] Justus Liebigs Annalen der Chemie, 1889, vol. 251, p. 238
[5] Justus Liebigs Annalen der Chemie, 1885, vol. 229, p. 17

5-Aminouracil(932-52-5)Related Product Information

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