5-Amino-4,6-dichloro-2-methylpyrimidine supplier

Name
5-Amino-4,6-dichloro-2-methylpyrimidine
EINECS 419-110-9
CAS No. 39906-04-2
Article Data12
CAS DataBase
Density 1.504 g/cm³
Solubility
Melting Point 70-73 °C
Formula C₅H₅Cl₂N₃
Boiling Point 257.7 °C at 760 mmHg
Molecular Weight 178.021
Flash Point 109.6 °C
Transport Information
Appearance WHITE TO TAN POWDER, CRYSTALS, CRYSTALLINE POWDER AND/OR CHUNKS
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Pyrimidine,5-amino-4,6-dichloro-2-methyl- (6CI);2-Methyl-4,6-dichloro-5-aminopyrimidine;4,6-Dichloro-2-methylpyrimidin-5-amine;
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: 7439-89-6
iron

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: 53925-27-2
2-methyl-4,6-dihydroxy-5-nitropyrimidine

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

Conditions

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

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 108-91-8
cyclohexylamine

: 6-chloro-N4-cyclohexyl-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 120℃;	100%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 74-88-4
methyl iodide

: 4,6-dichloro-N,2-dimethylpyrimidin-5-amine

Conditions

Conditions	Yield
	100%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 2836-04-6
m-dimethylaminoaniline

: 1362239-25-5
6-chloro-N4-[3'-(N',N'-dimethylamino)phenyl]-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; for 0.166667h; Sealed vial; Microwave irradiation;	98%
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation;

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 90-04-0
2-methoxy-phenylamine

: 1609009-25-7
6-chloro-N4-(2′-methoxyphenyl)-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation;	98%
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation; Sealed tube;	98%

: 582-33-2
3-aminobenzoic acid ethyl ester

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 1609009-33-7
ethyl 3-((5-amino-6-chloro-2-methylpyrimidin-4-yl)amino)benzoate

Conditions

Conditions	Yield
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation;	98%
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation; Sealed tube;	98%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 367-21-5
3-chloro-4-fluorophenylamine

: 6-chloro-N4-(3-chloro-4-fluorophenyl)-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 20℃; for 16h; Reflux;	98%

: 67-56-1
methanol

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 88474-31-1
5-amino-4-methoxy-6-chloro-2-methyl-pyrimidine

Conditions

Conditions	Yield
With sodium methylate for 12h; Ambient temperature;	97%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 933-80-2
6-chloro-2-methylpyrimidine -4,5-diamine

Conditions

Conditions	Yield
With ammonium hydroxide In dichloromethane at 120℃; Sealed tube;	96%
With ammonia In isopropyl alcohol at 150℃; for 16h; Sealed tube;	91%
With ammonia In water at 70 - 100℃;	63%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 367-25-9
2,4-difluorophenylamine

: 6-chloro-N4-(2,4-difluorophenyl)-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 20℃; for 16h; Reflux;	96%

: 38041-19-9
4-aminotetrahydropyran

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 1231220-81-7
6-chloro-2-methyl-N4-(tetrahydro-2H-pyran-4-yl)-pyrimidine-4,5-diamine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 100℃; for 48h; Autoclave; Large scale;	95.9%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 150℃; for 16h; In a sealed tube;
With ammonia; N-ethyl-N,N-diisopropylamine In water; isopropyl alcohol at 150℃; for 4h; Sealed tube;

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 74-89-5
methylamine

: 6-chloro-N4,2-dimethyl-pyrimidine-4,5-diamine

Conditions

Conditions	Yield
In 1,4-dioxane; water at 80℃; Sealed tube;	95%
With N-ethyl-N,N-diisopropylamine In water; isopropyl alcohol at 150℃; for 4h; Sealed tube;	77%
With ethanol at 120℃;
In isopropyl alcohol Heating;

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 88474-32-2
4-chloro-5-cyano-1,2,3-triazole

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water 1.)-5 deg C, 1.5 h 2.)20 deg C, 1.5 h;	95%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 124-41-4
sodium methylate

: 88474-31-1
5-amino-4-methoxy-6-chloro-2-methyl-pyrimidine

Conditions

Conditions	Yield
In methanol at 20℃;	95%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 536-90-3
m-Anisidine

: 1609009-26-8
6-chloro-N4-(3’-methoxyphenyl)-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation;	95%
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation; Sealed tube;	95%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 106-49-0
p-toluidine

: 592520-19-9
6-chloro-2-methyl-N4-(4-methylphenyl)pyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 20℃; for 16h; Reflux;	93%
With hydrogenchloride In ethanol; water at 20℃; for 8h; Reflux;
With hydrogenchloride In ethanol; water at 82℃; for 24h;

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 108-42-9
3-chloro-aniline

: 1609009-27-9
6-chloro-N4-(3’-chlorophenyl)-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation;	93%
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation; Sealed tube;	93%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 455-14-1
4-trifluoromethylphenylamine

: 6-chloro-2-methyl-N4-(4-(trifluoromethyl)phenyl)pyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 20℃; for 16h; Reflux;	93%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 108-67-8
1,3,5-trimethyl-benzene

: 4,6-dichloro-N-mesityl-2-methylpyrimidin-5-amine

Conditions

Conditions	Yield
With I,I-bis(acetoxy)iodobenzene at 20℃; regioselective reaction;	93%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 2237-30-1
m-cyanoaniline

: 1609009-30-4
3-((5-amino-6-chloro-2-methylpyrimidin-4-yl)amino)benzonitrile

Conditions

Conditions	Yield
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation;	91%
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation; Sealed tube;	91%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 609-65-4
o-chlorobenzoyl chloride

: 1418274-03-9
2-chloro-N-(4,6-dichloro-2-methylpyrimidin-5-yl)benzamide

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 70 - 75℃; for 5h; Inert atmosphere;	90.7%
In 1-methyl-pyrrolidin-2-one at 80℃; for 5h;
In N,N-dimethyl acetamide at 0℃;

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 130418-90-5, 130495-08-8
(S)-tert-butyl 2-ethynylpyrrolidine-1-carboxylate

: 1208231-44-0
C16H21ClN4O2

Conditions

Conditions	Yield
With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) at 80℃; for 2h;	90%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 2835-78-1
3-amino benzophenone

: 1609009-28-0
6-chloro-N4-(3’-benzoylphenyl)-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation;	89%
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation; Sealed tube;	89%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 14268-66-7
benzo[1,3]dioxolo-5-ylamine

: 1609009-32-6
6-chloro-N4-[3,4-methylenedioxyphenyl]-2-methylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation;	89%
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation; Sealed tube;	89%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 104-94-9
4-methoxy-aniline

: 1198109-46-4
6-chloro-4-N-(4-methoxyphenyl)-2-methylpyrimidine-4,5-diamine hydrochloride

Conditions

Conditions	Yield
Stage #1: 5-amino-4,6-dichloro-2-methylpyrimidine; 4-methoxy-aniline In ethanol Stage #2: With hydrogenchloride In ethanol at 49 - 80℃;	88%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 532-55-8
Benzoyl isothiocyanate

: N-(7-chloro-5-methylthiazolo[5,4-d]pyrimidin-2-yl)benzamide

Conditions

Conditions	Yield
In acetone for 3h; Reflux;	87%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 849217-60-3
N-(4-fluorophenyl)-N'-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide

: N-(4-((5-amino-6-chloro-2-methylpyrimidin-4-yl)oxy)phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;	87%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 4347-31-3
2-formylthiophene-3-boronic acid

: C10H6ClN3S

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 75℃; for 0.5h; Suzuki-Miyaura Coupling; Microwave irradiation; Green chemistry;	85%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 4469-80-1
4-propoxyaniline

: 1609009-31-5
6-chloro-2-methyl-N4-(4’-propoxyphenyl)pyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation;	84%
With hydrogenchloride In 2-methyl-propan-1-ol; water at 150℃; Microwave irradiation; Sealed tube;	84%

: 39906-04-2
5-amino-4,6-dichloro-2-methylpyrimidine

: 62-53-3
aniline

: 129006-34-4
6-chloro-2-methyl-N4-phenylpyrimidine-4,5-diamine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 82℃; for 24h;	83.1%
With hydrogenchloride In ethanol; water at 20℃; for 16h; Reflux;	81%
With hydrogenchloride In ethanol; water for 1h; Heating;
With hydrogenchloride In ethanol; water for 3h; Heating;	12 g

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

Product Name

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

Synthetic route

5-Amino-4,6-dichloro-2-methylpyrimidine Specification

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