2-Amino-4-hydroxy-6-methylpyrimidine supplier

Name
2-Amino-6-methyl-4-pyrimidinol
EINECS 223-612-1
CAS No. 3977-29-5
Article Data41
CAS DataBase
Density 1.44 g/cm³
Solubility
Melting Point >300 °C(lit.)
Formula C₅H₇N₃O
Boiling Point 253.4 °C at 760 mmHg
Molecular Weight 125.13
Flash Point 107.1 °C
Transport Information
Appearance White powder
Safety 24/25-36/37/39-26-22
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 4(1H)-Pyrimidinone,2-amino-6-methyl- (8CI,9CI);4-Pyrimidinol, 2-amino-6-methyl- (6CI,7CI);2-Amino-4-methyl-6-hydroxypyrimidine;2-Amino-4-oxo-6-methylpyrimidine;2-Amino-6-hydroxy-4-methylpyrimidine;2-Amino-6-methyl-4(1H)-pyrimidinone;2-Amino-6-methyl-4-oxopyrimidine;2-Amino-6-methyl-4-pyrimidinol;2-Amino-6-methyl-4-pyrimidinone;2-Amino-6-methylpyrimidin-4(3H)-one;2-Amino-6-methylpyrimidin-4-ol;4-Hydroxy-6-methyl-2-pyrimidinamine;4-Methylisocytosine;6-Methylisocytosine;Mecytosine;NSC 13145;NSC 23662;NSC41833;NSC 7893;Superacil;Superacyl;
PSA 72.03000
LogP 0.65400

Synthetic route

2-amino-6-methylpyrimidin-4-ol: 2-amino-6-methylpyrimidin-4-ol

: 3510-99-4
3-methoxy-but-2-enoic acid ethyl ester

: 50-01-1
guanidine hydrochloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

Conditions

Conditions	Yield
In methanol at 100℃; for 3h; Solvent;	62.1%

: 113-00-8
guanidine nitrate

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

Conditions

Conditions	Yield
In ethanol; acetone at 20℃; for 10h;	52%

: 593-85-1
diguanidine carbonate

: 141-97-9
ethyl acetoacetate

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

Conditions

Conditions	Yield
In ethanol Heating;

: 50-01-1
guanidine hydrochloride

: 105-45-3
acetoacetic acid methyl ester

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

Conditions

Conditions	Yield
With potassium tert-butylate In methanol at 23 - 60℃;

: 506-93-4
guanidine nitrate

: 141-97-9
ethyl acetoacetate

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

Conditions

Conditions	Yield
With potassium n-butoxide In butan-1-ol

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 5600-21-5
2-amino-6-methyl-4-chloropyrimidine

Conditions

Conditions	Yield
With trichlorophosphate for 2h; Reflux;	98%
With trichlorophosphate Heating;
With tetraethylammonium chloride; N,N-dimethyl-aniline; trichlorophosphate In acetonitrile at 110℃; for 0.333333h;

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 530-62-1
1,1'-carbonyldiimidazole

: 561316-60-7
N-(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)-1H-imidazole-1-carboxamide

Conditions

Conditions	Yield
In dimethyl sulfoxide at 80℃; for 1h;	98%

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 822-06-0
Hexamethylene diisocyanate

: 320393-85-9
2-(6-isocyanato-hexylaminocarbonylamino)-6-methyl-4(1H)-pyrimidinone

Conditions

Conditions	Yield
at 100℃; for 16h;	98%
at 100℃; for 12h; Inert atmosphere;	90%

: 3158-26-7
1-isocyanatooctane

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 1-(6-methyl-4-oxo-1,4-dihydropyrimidin-2-yl)-3-octylurea

Conditions

Conditions	Yield
In tetrahydrofuran for 48h; Heating;	97%
	97%

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 822-06-0
Hexamethylene diisocyanate

: 320393-85-9
2-(6-isocyanatohexylaminocarbonylamino)-6-methyl-4-pyrimidinone

Conditions

Conditions	Yield
With pyridine at 100℃; Inert atmosphere;	95%
at 95℃; for 18h; Inert atmosphere;	94%
With pyridine In pentane at 100℃; Inert atmosphere;	90%

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 140160-21-0
5-(4-Nitro-phenyl)-furan-2-carbonyl isothiocyanate

: 847981-73-1
1-(4-hydroxy-6-methyl-pyrimidin-2-yl)-3-[5-(4-nitro-phenyl)-furan-2-carbonyl]-thiourea

Conditions

Conditions	Yield
With PEG-400 In acetonitrile ultrasonic irradiation;	86%

: 70-11-1
α-bromoacetophenone

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 95980-02-2
5-hydroxy-7-methyl-2-phenylimidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 4h; Reflux; Inert atmosphere;	85%
In N,N-dimethyl-formamide for 3h; Heating;	80%

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 65-85-0
benzoic acid

: 54286-79-2
2-benzamido-6-methylisocytosine

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform	85%

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 4214-85-1
2-amino-4-hydroxy-6-methyl-5-nitropyrimidine

Conditions

Conditions	Yield
With sulfuric acid; nitric acid for 0.75h; Ambient temperature;	83%

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 98-73-7
4-(1,1-dimethylethyl)benzoic acid

: 1260495-73-5
2-(4'-tert-butyl)benzamido-6-methylisocytosine

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform for 16h; Inert atmosphere; Reflux;	83%

: 2525-62-4
Hexyl isocyanate

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: N-hexyl-N'-(6-methyl-4-oxo-1,4-dihydropyrimidin-2-yl)urea

Conditions

Conditions	Yield
With pyridine for 16h; Heating;	82%

: 16712-64-4
6-Hydroxy-2-naphthoic acid

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: C11H8O3*2C5H7N3O

Conditions

Conditions	Yield
In ethanol; water for 240h;	82%

: 100-05-0
4-nitrobenzenediazonium chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-Amino-6-methyl-5-(4-nitro-phenylazo)-pyrimidin-4-ol

Conditions

Conditions	Yield
	81%

: 2028-76-4
3-nitrophenyldiazonium chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-Amino-6-methyl-5-(3-nitro-phenylazo)-pyrimidin-4-ol

Conditions

Conditions	Yield
	81%

: 2028-74-2
p-chlorobenzenediazonium chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-Amino-5-(4-chloro-phenylazo)-6-methyl-pyrimidin-4-ol

Conditions

Conditions	Yield
	80%

: 119-66-4
2-nitrobenzenediazonium chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-Amino-6-methyl-5-(2-nitro-phenylazo)-pyrimidin-4-ol

Conditions

Conditions	Yield
	80%

: 89-90-7
2-chlorobenzenediazonium chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-Amino-5-(2-chloro-phenylazo)-6-methyl-pyrimidin-4-ol

Conditions

Conditions	Yield
	78%

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2949-22-6
Glycine ethyl ester isocyanate

: 583040-82-8
[3-(6-methyl-4-oxo-1,4-dihydropyrimidin-2-yl)ureido]acetic acid ethyl ester

Conditions

Conditions	Yield
With pyridine for 3h; Heating;	78%

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 304437-60-3
5-(2-chlorophenyl)-2-furoylisothiocyanate

: 1-[5-(2-chloro-phenyl)-furan-2-carbonyl]-3-(4-hydroxy-6-methyl-pyrimidin-2-yl)-thiourea

Conditions

Conditions	Yield
With PEG-400 In acetonitrile ultrasonic irradiation;	77%

: 34835-57-9
2-bromo benzene diazonium chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-Amino-5-(2-bromo-phenylazo)-6-methyl-pyrimidin-4-ol

Conditions

Conditions	Yield
	76%

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 18523-22-3
2,3'-dibromoacetophenone

: 2-(3-bromophenyl)-7-methylimidazo[1,2-a]pyrimidin-5-ol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 4h; Reflux; Inert atmosphere;	76%

: 100-34-5
benzene diazonium chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-amino-4-hydroxy-6-methyl-5-phenylazopyrimidine

Conditions

Conditions	Yield
	75%

: 2028-85-5
(4-bromophenyl)diazonium chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-Amino-5-(4-bromo-phenylazo)-6-methyl-pyrimidin-4-ol

Conditions

Conditions	Yield
	74%

: 652-36-8
2,3,5,6-tetrafluoroterephthalic acid

: 7732-18-5
water

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: C5H8N3O(1+)*0.5C8F4O4(2-)*0.5C8H2F4O4*H2O

Conditions

Conditions	Yield
In 1,4-dioxane	74%

...Expand

: 19183-05-2
3-methoxy-benzenediazonium; chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-Amino-5-(3-methoxy-phenylazo)-6-methyl-pyrimidin-4-ol

Conditions

Conditions	Yield
	72%

: 1787-23-1
N-4-N,N-dimethylaminophenylmethylene-2-methyl-5-4H-oxazoline

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 1575728-38-9
1-(4-chloro-6-methylpyrimidin-2-yl)-4-(4-(dimethylamino)benzylidene)-2-methyl-1H-imidazol-5(4H)-one

Conditions

Conditions	Yield
With potassium acetate; acetic acid Heating;	71%

: 4346-59-2
para-methoxyphenyldiazonium chloride

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 2-Amino-5-(4-methoxy-phenylazo)-6-methyl-pyrimidin-4-ol

Conditions

Conditions	Yield
	70%

: 2314-97-8
iodotrifluoromethane

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 1063697-18-6
2-amino-5-trifluoromethyl-4-hydroxy-6-methylpyrimidine

Conditions

Conditions	Yield
With dihydrogen peroxide; iron(II) sulfate In water; dimethyl sulfoxide	70%

: 93634-55-0, 3237-71-6
2-methyl-4-(4-chlorobenzylidene)-4H-oxazol-5-one

: 3977-29-5
2-amino-6-methylpyrimidin-4-ol

: 1575727-87-5
4-(4-chlorobenzylidene)-1-(4-hydroxy-6-methylpyrimidin-2-yl)-2-phenyl-1H-imidazol-5(4H)-one

Conditions

Conditions	Yield
With potassium acetate; acetic acid Heating;	69%

2-Amino-4-hydroxy-6-methylpyrimidine History

Stability and Reactivity of 2-Amino-6-methyl-4-pyrimidinol(3977-29-5):
Conditions to Avoid: Incompatible materials.
Chemical Stability: Stable under normal temperatures and pressures.
Incompatibilities with Other Materials: Strong oxidizing agents.
Hazardous Polymerization: Has not been reported.
Hazardous Decomposition Products: Irritating and toxic fumes and gases.

2-Amino-4-hydroxy-6-methylpyrimidine Specification

The 2-Amino-4-hydroxy-6-methylpyrimidine with the cas number 3977-29-5. It is also called (1)2-Amino-6-methylpyrimidin-4-ol ; (2)4-Methylisocytosine ; (3)6-Methylisocytosine ; (4)4(1H)-Pyrimidinone, 2-amino-6-methyl- . It belongs to the following product categories: (1)Pyrimidine; (2)Fluorobenzene; (3)Amines; (4)Pyrimidines

Properties of 2-Amino-4,6-Dimethylpyrimidine : (1)ACD/LogP: 0.70 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 0.64 ; (4)ACD/LogD (pH 7.4): 0.7 ; (5)ACD/BCF (pH 5.5): 1.74 ; (6)ACD/BCF (pH 7.4): 2 ; (7)ACD/KOC (pH 5.5): 49.7 ; (8)ACD/KOC (pH 7.4): 57.15 ; (9)#H bond acceptors: 3 ; (10)#H bond donors: 2 ; (11)#Freely Rotating Bonds: 0 ; (12)Polar Surface Area: 29.02 Å² ; (13)Index of Refraction: 1.569 ; (14)Molar Refractivity: 36.32 cm³ ; (15)Molar Volume: 110.7 cm³ ; (16)Polarizability: 14.39 ×10^-24cm³ ; (17)Surface Tension: 51.5 dyne/cm ; (18)Density: 1.112 g/cm³ ; (19)Flash Point: 156.7 °C ; (20)Enthalpy of Vaporization: 53.37 kJ/mol ; (21)Boiling Point: 294 °C at 760 mmHg ; (22)Vapour Pressure: 0.00166 mmHg at 25°C

The 2-Amino-4-hydroxy-6-methylpyrimidine seems like white powder. 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.

The 2-amino-6-methyl-5-nitro-3H-pyrimidin-4-one can be obatined from 2-Amino-4-hydroxy-6-methylpyrimidine in conc. HNO₃, conc. H₂SO₄ as reagents, with ambient temperature for 3 hour(s). Yield is 48 % .

The 2-Amino-4-hydroxy-6-methylpyrimidine can also be obtained from 2-methoxy-6-methyl-3H-pyrimidin-4-one with heating for 24 hour(s). Yield is 52 % .

You can still convert the following datas into molecular structure :
1. SMILES: O=C/1/N=C(/N)N\C(=C\1)C
2. InChI: InChI=1/C5H7N3O/c1-3-2-4(9)8-5(6)7-3/h2H,1H3,(H3,6,7,8,9)

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

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LDLo	oral	11gm/kg (11000mg/kg)	BEHAVIORAL: TREMOR GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	National Technical Information Service. Vol. OTS0540498,

Product Name

2-Amino-6-methyl-4-pyrimidinol

Synthetic route

2-Amino-4-hydroxy-6-methylpyrimidine History

2-Amino-4-hydroxy-6-methylpyrimidine Specification

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