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2-Amino-4-methylpyrimidine

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Name

2-Amino-4-methylpyrimidine

EINECS 203-591-5
CAS No. 108-52-1 Density 1.155 g/cm3
PSA 51.80000 LogP 0.94840
Solubility N/A Melting Point 158-160 °C(lit.)
Formula C5H7N3 Boiling Point 283.4 °C at 760 mmHg
Molecular Weight 109.131 Flash Point 149.9 °C
Transport Information N/A Appearance off-white to light brown crystalline powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 108-52-1 (2-AMINO-4-METHYLPYRIMIDINE) Hazard Symbols IrritantXi
Synonyms

6-Methyl-2-pyrimidinamine;4-Methyl-2-aminopyrimidine;4-Methyl-2-pyrimidinamine;NSC 1939;Pyrimidine,2-amino-4-methyl- (6CI,7CI,8CI);2-Amino-6-methylpyrimidine;

Article Data 54

2-Amino-4-methylpyrimidine Synthetic route

17321-93-6

5-bromo-4-methylpyrimidine-2-ylamine

73183-34-3

bis(pinacol)diborane

A

108-52-1

4-Methyl-pyrimidin-2-ylamin

B

944401-55-2

4-methyl-5-(4,4,5,5-tetramethyl (1,3,2-dioxaborolan-2-yl))pyrimidine-2-ylamine

Conditions
ConditionsYield
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 115℃; for 18.25h; Heating / reflux;
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 115℃; for 18h; Inert atmosphere;
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 115℃; for 16h; Suzuki Coupling; Inert atmosphere; Overall yield = 40 mg;
5436-21-5

acetylacetaldehyde dimethyl acetal

50-01-1

guanidine hydrochloride

108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
Stage #1: guanidine hydrochloride With sodium methylate In toluene at 28 - 35℃; for 2h;
Stage #2: acetylacetaldehyde dimethyl acetal In toluene at 55 - 110℃; for 3h; Reagent/catalyst; Solvent;
77 g
5930-98-3

4-trimethylsilyl-3-butyn-2-one

50-01-1

guanidine hydrochloride

108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
With sodium carbonate In acetonitrile at 120℃; for 0.666667h; microwave irradiation;90%
5600-21-5

2-amino-6-methyl-4-chloropyrimidine

108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
With water; zinc
bei der elektrochemischen Reduktion an einer Zink-Kathode;
With potassium hydroxide; palladium on activated charcoal Hydrogenation;
593-85-1

diguanidine carbonate

119490-02-7

3-(4-morpholinyl)-3-buten-2-one

108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene
guanidine salt of/the/ compound

guanidine salt of/the/ compound

108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
With but-1-en-3-ynyl-methyl ether; sulfuric acid
With ethyl-but-1-en-3-ynyl ether; sulfuric acid
With chromium(III) oxide; sulfuric acid; but-3-yn-2-ol
81633-29-6

2-amino-4-methylpyrimidine-5-carboxylic acid ethyl ester

108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / KOH / methanol / 5 h / Heating
2: 83 percent / 2 h / Heating
View Scheme
134653-70-6, 51145-57-4

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate

108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 81 percent / NaOEt / ethanol / 1 h / Heating
2: 93 percent / KOH / methanol / 5 h / Heating
3: 83 percent / 2 h / Heating
View Scheme
769-51-7

2-amino-4-methylpyrimidine-5-carboxylic acid

108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
for 2h; Heating;83%
5424-21-5

2,4-dichloro-6-methylpyrimidine

108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3
2: palladium/SrCO3; aqueous KOH; acetone / Hydrogenation
View Scheme
Multi-step reaction with 2 steps
1: alcohol; ammonia / im Rohr
2: zinc dust; water
View Scheme

2-Amino-4-methylpyrimidine Specification

The 2-Pyrimidinamine,4-methyl- is an organic compound with the formula C5H7N3. The IUPAC name of this chemical is 4-methylpyrimidin-2-amine. With the CAS registry number 108-52-1 and EINECS 203-591-5, it is also named as 6-Methyl-2-pyrimidinamine. The product's categoriesare Pyrimidine; Pyridines, Pyrimidines, Purines and Pteredines; Building Blocks; Heterocyclic Building Blocks. It is off-white to light brown crystalline powder which must be kept away from oxide. Additionally, this chemical should be stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.21; (4)ACD/LogD (pH 7.4): 0.24; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 30.17; (8)ACD/KOC (pH 7.4): 32.15; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.581; (13)Molar Refractivity: 31.49 cm3; (14)Molar Volume: 94.4 cm3; (15)Polarizability: 12.48×10-24 cm3; (16)Surface Tension: 56.6 dyne/cm; (17)Enthalpy of Vaporization: 52.23 kJ/mol; (18)Vapour Pressure: 0.00317 mmHg at 25°C; (19)Tautomer Count: 6; (20)Exact Mass: 109.063997; (21)MonoIsotopic Mass: 109.063997; (22)Topological Polar Surface Area: 51.8; (23)Heavy Atom Count: 8; (24)Complexity: 74.1.

Uses of 2-Pyrimidinamine,4-methyl-: It can react with 2-benzoylamino-3-dimethylamino-acrylic acid methyl ester to get methyl (Z)-2-benzoylamino-3-(4-methyl-2-pyrimidinyl)aminopropenoate. This reaction needs solvents ethanol and aq. HCl. The reaction time is 3 hours. The yield is 92%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure. 
1. SMILES:n1c(ccnc1N)C
2. InChI:InChI=1/C5H7N3/c1-4-2-3-7-5(6)8-4/h2-3H,1H3,(H2,6,7,8)
3. InChIKey:GHCFWKFREBNSPC-UHFFFAOYAO

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intravenous 730mg/kg (730mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 211, Pg. 367, 1950.

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