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39906-04-2

Basic Information
CAS No.: 39906-04-2
Name: 5-Amino-4,6-dichloro-2-methylpyrimidine
Article Data: 12
Molecular Structure:
Molecular Structure of 39906-04-2 (5-Amino-4,6-dichloro-2-methylpyrimidine)
Formula: C5H5Cl2N3
Molecular Weight: 178.021
Synonyms: Pyrimidine,5-amino-4,6-dichloro-2-methyl- (6CI);2-Methyl-4,6-dichloro-5-aminopyrimidine;4,6-Dichloro-2-methylpyrimidin-5-amine;
EINECS: 419-110-9
Density: 1.504 g/cm3
Melting Point: 70-73 °C
Boiling Point: 257.7 °C at 760 mmHg
Flash Point: 109.6 °C
Appearance: WHITE TO TAN POWDER, CRYSTALS, CRYSTALLINE POWDER AND/OR CHUNKS
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 51.80000
LogP: 2.25520
Synthetic route
13162-43-1

4,6-dichloro-2-methyl-5-nitropyrimidine

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃; for 4h;84%
With iron In methanol; acetic acid at 60℃; for 2h;83%
With hydrogenchloride; iron In methanol; water at 75℃; for 5h;67.8%
98797-08-1

5-amino-4,6-dihydroxy-2-methylpyrimidine

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
With trichlorophosphate at 110℃; for 20h; Inert atmosphere; Sealed tube;26%
With trichlorophosphate at 110℃; for 20h; Sealed tube; Inert atmosphere;26%
98025-13-9

5-amino-6-chloro-2-methyl-3H-pyrimidin-4-one

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
With N,N-diethylaniline; trichlorophosphate
680881-02-1

2-methyl-5-nitro-1H-pyrimidine-4,6-dione

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N-diethyl-aniline; POCl3
2: aqueous Fe(OH)2
View Scheme
40497-30-1

2-methyl-1H-pyrimidine-4,6-dione

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; HNO3
2: N,N-diethyl-aniline; POCl3
3: aqueous Fe(OH)2
View Scheme
13162-43-1

4,6-dichloro-2-methyl-5-nitropyrimidine

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
With acetic acid In methanol
With acetic acid In methanol
98797-16-1

N-(4,6-dihydroxy-2-methylpyrimidin-5-yl)acetamide

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water; methanol / 15.5 h / 20 - 50 °C / Inert atmosphere
2: trichlorophosphate / 20 h / 110 °C / Inert atmosphere; Sealed tube
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride / methanol / 15.5 h / Inert atmosphere; Heating
2: trichlorophosphate / 20 h / 110 °C / Sealed tube; Inert atmosphere
View Scheme

C5H5N3O4

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate; N-ethyl-N,N-diisopropylamine / toluene / Reflux
2: acetic acid; iron / methanol / 60 °C
View Scheme
1194-22-5

6-hydroxy-2-methyl-5,6-dihydropyrimidin-4(3H)-one

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: nitric acid; trifluoroacetic acid / water / 20 °C
2: trichlorophosphate; N-ethyl-N,N-diisopropylamine / toluene / Reflux
3: acetic acid; iron / methanol / 60 °C
View Scheme
1194-22-5

2-methyl-4,6-dihydroxypyrimidine

39906-04-2

5-amino-4,6-dichloro-2-methylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: nitric acid; acetic acid / 2 h / 0 °C
2: trichlorophosphate; N,N-diethylaniline / 3 h / 115 °C
3: iron; hydrogenchloride / methanol; water / 5 h / 75 °C
View Scheme
Multi-step reaction with 3 steps
1: nitric acid / 2 h / 20 °C
2: trichlorophosphate / N,N-dimethyl-aniline / 2.5 h / Heating / reflux
3: iron / methanol; acetic acid / 2 h / 60 - 65 °C
View Scheme
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Specification

The 5-Amino-4,6-dichloro-2-methylpyrimidine, with the CAS registry number 39906-04-2, is also known as 2-Methyl-4,6-dichloro-5-aminopyrimidine. It belongs to the product categories of Pyridines, Pyrimidines, Purines and Pteredines; Pyrimidine; (intermediate of moxonidine hcl); (intermediate of moxonidine). Its EINECS registry number is 419-110-9. This chemical's molecular formula is C5H5Cl2N3 and molecular weight is 178.02. Its systematic name is called 4,6-dichloro-2-methylpyrimidin-5-amine. The product should be sealed and stored in cool and dry place. It  is used as an intermediate for moxonidine which is a kind of antihypertensive drugs.

Physical properties of 5-Amino-4,6-dichloro-2-methylpyrimidine: (1)ACD/LogP: 0.63; (2)#H bond acceptors: 3; (3)#H bond donors: 2; (4)#Freely Rotating Bonds: 1; (5)Index of Refraction: 1.614; (6)Molar Refractivity: 41.28 cm3; (7)Molar Volume: 118.3 cm3; (8)Surface Tension: 61 dyne/cm; (9)Density: 1.504 g/cm3; (10)Flash Point: 109.6 °C; (11)Enthalpy of Vaporization: 49.53 kJ/mol; (12)Boiling Point: 257.7 °C at 760 mmHg; (13)Vapour Pressure: 0.0143 mmHg at 25°C.

Preparation: this chemical can be prepared by 4,6-dichloro-2-methyl-5-nitro-pyrimidine. This reaction will need reagent aqueous Fe(OH)2.

Uses of 5-Amino-4,6-dichloro-2-methylpyrimidine: it can be used to produce 4-chloro-6-methoxy-2-methyl-pyrimidin-5-ylamine at ambient temperature. This reaction will need reagent NaOMe with reaction time of 12 hours. The yield is about 97%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1nc(nc(Cl)c1N)C
(2)InChI: InChI=1/C5H5Cl2N3/c1-2-9-4(6)3(8)5(7)10-2/h8H2,1H3
(3)InChIKey: FKRXXAMAHOGYNT-UHFFFAOYAU