| Identification | More | [Name]
5-Aminouracil | [CAS]
932-52-5 | [Synonyms]
5-AMINO-2,4-DIHYDROXYPYRIMIDINE
5-AMINO-2,4-DIHYDROXYPYRIMIDINE[5-2,6]
5-AMINO-2,4-PYRIMIDINEDIOL
5-AMINOURACIL
2,4(1H,3H)-Pyrimidinedione, 5-amino-
2,4-Dihydroxy-5-aminopyrimidine
3h)-pyrimidinedione,5-amino-4(1h
5-Amino-2,4(1H,3H)-pyrimidinedione
5-amino-uraci
Uracil, 5-amino-
5-Aminouracil
5-Amino-2,4-pyrimidinediol
2,4(1H,3H)-Pyrimidinedione, 5-amino-(9CI)
5-Aminouracil,97%
5-Aminouracil, HPLC 98%
5-Amino-2,4-dihydroxypyrimidine, 5-Amino-2,4-pyrimidinediol
5-Amino-1H-pyrimidine-2,4-dione
-Amino-2,4-pyrimidinediol
5-Aminouracil ,98%
5-Aminopyrimidine-2,4(1H,3H)-dione | [EINECS(EC#)]
213-252-3 | [Molecular Formula]
C4H5N3O2 | [MDL Number]
MFCD00006025 | [Molecular Weight]
127.1 | [MOL File]
932-52-5.mol |
| Chemical Properties | Back Directory | [Appearance]
beige to brown fine powder | [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) | [Detection Methods]
HPLC | [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]
932-52-5(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS06 | [Signal word ]
Warning | [Hazard statements ]
H301-H302 | [Precautionary statements ]
P264-P270-P301+P312+P330-P501-P301+P310a-P321-P405-P501a | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
YQ8740000
| [F ]
10-23 | [TSCA ]
Yes | [HS Code ]
29335990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Toxicity]
mmo-esc 300 mg/L JGMIAN 18,543,58 |
| Hazard Information | Back Directory | [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 |
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