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56-09-7

Basic Information
CAS No.: 56-09-7
Name: 2-Amino-4,6-dihydroxypyrimidine
Article Data: 17
Molecular Structure:
Molecular Structure of 56-09-7 (2-Amino-4,6-dihydroxypyrimidine)
Formula: C4H5N3O2
Molecular Weight: 127.103
Synonyms: 2-amino-6-hydroxy-3H-pyrimidin-4-one;2-Amino-4,6-dioxypyrimidine;4(1H)-Pyrimidinone, 2-amino-6-hydroxy-;2-Amino-6-hydroxy-4(1H)-pyrimidinone;2-Amino-4,6-pyrimidinedione;2-Amino-6-hydroxy-1H-pyrimidin-4-one;4,6-Dihydroxy-2-aminopyrimidine;
EINECS: 200-256-5
Density: 1.84 g/cm3
Melting Point: >300 °C(lit.)
Boiling Point: 540.1 °C at 760 mmHg
Flash Point: 280.4 °C
Solubility: Insoluble in water, insoluble in common organic solvent, soluble in alkaline solution.
Appearance: slightly white powder
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 24/25-36-26
PSA: 92.26000
LogP: 0.05120
Synthetic route
506-93-4

guanidine nitrate

105-53-3

diethyl malonate

56-09-7

2-aminopyrimidine-4,6-diol

Conditions
ConditionsYield
Stage #1: guanidine nitrate With sodium methylate In ethanol at 5℃; for 0.5h;
Stage #2: diethyl malonate In ethanol at 65℃; for 6h; Solvent; Temperature;
96.1%
Stage #1: guanidine nitrate; diethyl malonate With sodium ethanolate In ethanol at 100℃; for 1h;
Stage #2: With acetic acid In water pH=5; Temperature;
83.4%
105-53-3

diethyl malonate

56-09-7

2-aminopyrimidine-4,6-diol

Conditions
ConditionsYield
In ethanol for 60h; Reflux;93%
50-01-1

guanidine hydrochloride

108-59-8

malonic acid dimethyl ester

56-09-7

2-aminopyrimidine-4,6-diol

Conditions
ConditionsYield
With sodium methylate In methanol Reflux;85%
50-01-1

guanidine hydrochloride

105-53-3

diethyl malonate

56-09-7

2-aminopyrimidine-4,6-diol

Conditions
ConditionsYield
With sodium methylate In methanol at 70 - 75℃; for 5h;82%
With sodium In ethanol for 3h; Reflux;79.3%
With sodium carbonate In water at 60℃; for 0.5h; Reagent/catalyst; Sonication;55%
With sodium ethanolate In ethanol
Stage #1: guanidine hydrochloride With sodium methylate at 90℃; for 0.166667h;
Stage #2: diethyl malonate In methanol for 0.666667h; Temperature;

guanidine hydrochloride salt

105-53-3

diethyl malonate

56-09-7

2-aminopyrimidine-4,6-diol

Conditions
ConditionsYield
With sodium methylate In methanol at 70℃; for 5h;82%
79-17-4

aminoguanidine

13937-08-1

2-hydroxy-malonic acid diethyl ester

56-09-7

2-aminopyrimidine-4,6-diol

141-82-2

malonic acid

A

4425-67-6

2-aminopyrimidine-4,6-diol

B

873-83-6

4-Amino-2,6-dihydroxypyrimidine

C

67-52-7

BARBITURIC ACID

D

56032-78-1

2,4,6-trioxo-hexahydro-pyrimidine-5-carboxylic acid amide

E

C5H6N4O3

F

56-09-7

2-aminopyrimidine-4,6-diol

G

2345-56-4

Malonamic acid

Conditions
ConditionsYield
at 60 - 85℃; for 72h;
56-09-7

2-aminopyrimidine-4,6-diol

97-02-9

2,4-Dinitroanilin

2-amino-5-((2,4-dinitrophenyl)diazenyl)pyrimidine-4,6-diol

Conditions
ConditionsYield
Stage #1: 2,4-Dinitroanilin With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h;
Stage #2: 2-aminopyrimidine-4,6-diol With sodium hydroxide In water
100%
56-09-7

2-aminopyrimidine-4,6-diol

56-05-3

2-Amino-4,6-dichloropyrimidine

Conditions
ConditionsYield
With triethylamine; trichlorophosphate at 40 - 90℃; for 2h;98.8%
With bis(trichloromethyl) carbonate In toluene at 70 - 75℃; for 6h; Reagent/catalyst; Temperature; Solvent;92%
With thionyl chloride for 4h; Reagent/catalyst; Temperature; Reflux;92.7%
555-16-8

4-nitrobenzaldehdye

56-09-7

2-aminopyrimidine-4,6-diol

5,5'-(4-nitrobenzylidene)bis(2-amino-4,6-dihydroxypyrimidine)

Conditions
ConditionsYield
In dimethyl sulfoxide at 100 - 110℃; for 0.333333h;98%
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Specification

The 2-Amino-4,6-dihydroxypyrimidine with the cas number 56-09-7. It is also called 2-Amino-4-hydroxy-1H-pyrimidin-6-one name by IUPAC. It belongs to the following product categories: (1)Pyrimidine; (2)Pyridines; (3)Pyrimidines; (4)Purines and Pteredines; (5)Nucleotides and Nucleosides; (6)5-FOA; (7)Bases & Related Reagents; (8)Nucleotides. 2-Amino-4,6-dihydroxypyrimidine seem like white amorphous powder. It is water- absorpted in moist atmosphere. 

Properties of 2-Amino-4-chloro-6-methylpyrimidine are: (1)ACD/LogP: -1.23 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): -2.02 ; (4)ACD/LogD (pH 7.4): -3.77 ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 1 ; (8)ACD/KOC (pH 7.4): 1 ; (9)#H bond acceptors: 5 ; (10)#H bond donors: 4 ; (11)#Freely Rotating Bonds: 1 ; (12)Polar Surface Area: 45.14 Å2 ; (13)Index of Refraction: 1.752 ; (14)Molar Refractivity: 28.15 cm3 ; (15)Molar Volume: 68.9 cm3 ; (16)Polarizability: 11.16 ×10-24cm3 ; (17)Surface Tension: 89.4 dyne/cm ; (18)Density: 1.84 g/cm3 ; (19)Flash Point: 280.4 °C ; (20)Enthalpy of Vaporization: 84.83 kJ/mol ; (21)Boiling Point: 540.1 °C at 760 mmHg ; (22)Vapour Pressure: 2.81E-12 mmHg at 25°C

Uses of 2-Amino-4-chloro-6-methylpyrimidine are: It can be used for a kind of important pharmaceutical intermediates, especially as an intermediate of Bensulfuron methyl and Pyrazosulfuron-ethyl. In addtion, it can be used as reactant in many reaction. For instance, it can react with diacetoxy-phenyl-l3-iodane for reaction to get 2-amino-5-phenyliodonio(1H,5H)pyrimidine-4,6-dione.



When you are using this chemical, please be cautious about it as the following: It is quite irritating to eyes, respiratory system and skin. When you are using this chemical, please wear suitable gloves and eye/face protection to avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, Do not breathe dust, because it is quite harmful by inhalation, in contact with skin and if swallowed.

You can still convert the following datas into molecular structure :
1.SMILES:O=C1/C=C(/O)\N=C(\N)N1
2.InChI:InChI=1/C4H5N3O2/c5-4-6-2(8)1-3(9)7-4/h1H,(H4,5,6,7,8,9)

Toxic information of 2-Amino-4-chloro-6-methylpyrimidine can be showed as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LC inhalation > 5200mg/m3/4H (5200mg/m3)   National Technical Information Service. Vol. OTS0556385,
rat LD50 oral > 11gm/kg (11000mg/kg)   National Technical Information Service. Vol. OTS0556385,