2-Chloro-4,6-dimethylpyrimidine supplier

Name
2-Chloro-4,6-dimethylpyrimidine
EINECS
CAS No. 4472-44-0
Article Data34
CAS DataBase
Density 1.184 g/cm³
Solubility
Melting Point 34-36 °C
Formula C₆H₇ClN₂
Boiling Point 216 °C at 760 mmHg
Molecular Weight 142.588
Flash Point 104.8 °C
Transport Information UN 2265
Appearance white crystal
Safety 26-36
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 2-Chloro-4,6-dimethylpyrimidine;4,6-Dimethyl-2-chloropyrimidine;NSC 49016;
PSA 25.78000
LogP 1.74680

Synthetic route

: 34289-60-6
4,6-dimethyl-2-hydroxy-pyrimidine hydrochloride

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With trichlorophosphate for 10h; Inert atmosphere; Reflux;	91%
With trichlorophosphate for 10h; Heating;	77%
With trichlorophosphate for 10h; Reflux;	77%
With trichlorophosphate In neat (no solvent) for 10h; Inert atmosphere; Reflux;	77%

: 34289-60-6
2-oxo-4,6-dimethyl-1,2-dihydropyrimidine hydrochloride

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With trichlorophosphate for 18h; Heating / reflux;	56%
With trichlorophosphate

lighter-than-water: lighter-than-water

: 108-79-2
4,6-dimethyl-2(1H)-pyrimidinone

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
In diethyl ether; trichlorophosphate	55%

: 149605-42-5
4-amino-1-[9,10-dihydro-9,10-methanoanthracen-9-ylmethyl]piperidine

A: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

B: 771447-77-9
2-[1-(9,10-Dihydro-9,10-methanoanthracen-9-ylmethyl)-4-piperidylamino]-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
	A n/a B 55%

: 108-79-2
4,6-dimethyl-2(1H)-pyrimidinone

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With trichlorophosphate for 23h; Heating / reflux;	55%

: 100-46-9
benzylamine

: 22325-27-5
4,6-dimethyl-2-meraptopyrimidine

A: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

B: N-benzyl-4,6-dimethylpyrimidine-2-sulfonamide

Conditions

Conditions	Yield
Stage #1: 4,6-dimethyl-2-meraptopyrimidine With hydrogenchloride; sodium hypochlorite In dichloromethane; water at -10 - -5℃; for 0.25h; Stage #2: benzylamine In dichloromethane at 0℃; for 0.5h;	A n/a B 19%

...Expand

: 1134-81-2
1-benzyl-3,5-dimethyl-1H-pyrazole

: 67-66-3
chloroform

A: 13036-57-2
2-chloro-4-methylpyrimidine

B: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

C: 7431-45-0
2-phenylpyrimidine

D: 14164-34-2
4,6-dimethyl-2-phenylpyrimidine

Conditions

Conditions	Yield
at 550 - 555℃; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 1134-81-2
1-benzyl-3,5-dimethyl-1H-pyrazole

: 67-66-3
chloroform

A: 13036-57-2
2-chloro-4-methylpyrimidine

B: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

C: 14164-34-2
4,6-dimethyl-2-phenylpyrimidine

D: 1453-58-3
3-Methylpyrazole

Conditions

Conditions	Yield
at 550 - 555℃; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 1134-81-2
1-benzyl-3,5-dimethyl-1H-pyrazole

A: 288-13-1
NH-pyrazole

B: 13036-57-2
2-chloro-4-methylpyrimidine

C: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

D: 14164-34-2
4,6-dimethyl-2-phenylpyrimidine

Conditions

Conditions	Yield
With chloroform at 550 - 555℃; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 1134-81-2
1-benzyl-3,5-dimethyl-1H-pyrazole

A: 13036-57-2
2-chloro-4-methylpyrimidine

B: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

C: 14164-34-2
4,6-dimethyl-2-phenylpyrimidine

D: 1453-58-3
3-Methylpyrazole

Conditions

Conditions	Yield
With chloroform at 550 - 555℃; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 7647-01-0
hydrogenchloride

: 108-79-2
4,6-dimethylpirimidin-2-one

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

...Expand

hydrochloride of 2-oxy-4.6-dimethyl-pyrimidine: hydrochloride of 2-oxy-4.6-dimethyl-pyrimidine

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With trichlorophosphate

: 767-15-7
2-Amino-4,6-dimethylpyrimidine

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite
With hydrogenchloride; zinc(II) chloride; sodium nitrite In dichloromethane; water
With hydrogenchloride; zinc(II) chloride; sodium nitrite In dichloromethane; water

: 123-54-6
acetylacetone

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol / Heating 2: aq. NaNO2; HCl View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride / ethanol; water / 24 h / Inert atmosphere; Reflux 2: trichlorophosphate / 10 h / Inert atmosphere; Reflux View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride 2: trichlorophosphate / Reflux View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride / ethanol / 3 h / Heating / reflux 2: trichlorophosphate / 18 h / Heating / reflux View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride 2: trichlorophosphate / Reflux View Scheme

: 123-54-6
acetylacetone

CH2=CH(CH2)3-halide: CH2=CH(CH2)3-halide

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / conc. HCl / ethanol / 24 h / Heating 2: 77 percent / phosphorus oxychloride / 10 h / Heating View Scheme

: 108-79-2
4,6-dimethyl-2(1H)-pyrimidinone

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With trichlorophosphate for 1h; Heating / reflux;
With sodium hydroxide In trichlorophosphate
With sodium bicarbonate; trichlorophosphate In water

: 108-79-2
4,6-dimethylpirimidin-2-one

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With trichlorophosphate

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 106-49-0
p-toluidine

: 81261-68-9
4,6-dimethyl-N-(4-methylphenyl)-2-pyrimidinamine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	99%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 106-40-1
4-bromo-aniline

: 81261-71-4
N-(4-bromophenyl)-4,6-dimethyl-2-pyrimidinamine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	98%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 5827-17-8
sodium diphenylphosphinodithioate

: 24625-65-8
diphenyl (4,6-dimethyl-2-pyrimidyl) dithiophosphinate

Conditions

Conditions	Yield
In toluene for 9h; Condensation; Heating;	98%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 92-54-6
4-phenyl-1-piperazine

: 4,6-dimethyl-2-(4-phenylpiperazin-1-yl)pyrimidine

Conditions

Conditions	Yield
With C50H61Cl2N3Pd; potassium tert-butylate In 1,4-dioxane at 100℃; for 2h;	97%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 143-10-2
decylthiol

: 2-(decylthio)-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
Stage #1: decylthiol With 18-crown-6 ether; potassium hydroxide In tetrahydrofuran; water for 2h; Reflux; Stage #2: 2-chloro-4,6-dimethylpyrimidine In tetrahydrofuran; water for 24h; Reflux;	97%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 1877-77-6
3-aminobenzenemethanol

: {3-[(4,6-dimethylpyrimidine-2-yl)-amino]-phenyl}-methanol

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	97%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 372-19-0
meta-fluoroaniline

: N-(3-fluorophenyl)-4,6-dimethyl-2-pyrimidinamine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	97%

: 110-85-0
piperazine

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 22746-09-4
1-(4,6-dimethyl-pyrimidin-2-yl)piperazine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; water at 20℃; for 24h;	96%
In dimethyl sulfoxide at 100℃; for 16h;	93%
Stage #1: piperazine With potassium carbonate In water at 45 - 50℃; for 4.5h; Inert atmosphere; Stage #2: 2-chloro-4,6-dimethylpyrimidine In water at 20℃; Inert atmosphere;	93%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 86732-22-1
2-benzyloctahydropyrrolo[3,4-c]pyrrole

: 1293284-73-7
2-benzyl-5-(4,6-dimethyl-pyrimidin-2-yl )-octahydro-pyrrolo[3,4-c]pyrrole

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 15h;	96%
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 15h; Inert atmosphere;	96%

: 109-01-3
1-methyl-piperazine

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 903433-02-3
4,6-dimethyl-2-(4-methylpiperazin-1-yl)pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 50℃; for 72h;	96%
In N,N-dimethyl-formamide at 90℃; for 2.5h; Inert atmosphere;	93%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 172739-04-7
cis-3-benzyl-3,7-diazabicyclo[3.3.0]octane

: 2-benzyl-5-(4,6-dimethylpyrimidin-2-yl)octahydropyrrolo[3,4-c]pyrrole

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 15h; Inert atmosphere;	96%

: 67-56-1
methanol

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 14001-61-7
2-methoxy-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil for 2h;	96%

: 110-91-8
morpholine

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 7749-51-1
4-(4,6-dimethylpyrimidin-2-yl)morpholine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 90℃; for 2.5h; Inert atmosphere;	95%
at 210℃; for 0.166667h; Microwave irradiation;	92%
With ethanol

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 100-46-9
benzylamine

: 106270-42-2
N-benzyl-2-amino-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	95%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 67-63-0
isopropyl alcohol

: 2-isopropoxy-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil for 2h;	95%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 71-41-0
pentan-1-ol

: 4,6-dimethyl-2-(pentyloxy)pyrimidine

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil for 1h;	94%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 64-17-5
ethanol

: 7781-21-7
2-ethoxy-4,6-dimethylpyrimidine

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil for 3h;	94%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 123-30-8
4-amino-phenol

: 4-[(4,6-dimethylpyrimidine-2-yl)-amino]-phenol

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	92%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 62-53-3
aniline

: 53112-28-0
Pyrimethanil

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	91%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 75-50-3
trimethylamine

: 77767-94-3
(4,6-dimethylpyrimid-2′-yl)-trimethylammonium chloride

Conditions

Conditions	Yield
In benzene 1) 0 deg C; 2) room temperature, 1h;	91%
In water at 0℃;	88%
With benzene

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 92-67-1
4-Aminobiphenyl

: N-(biphenyl-4-yl)-4,6-dimethyl-2-pyrimidinamine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	91%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 60-09-3
4-Aminoazobenzene

: 4,6-dimethyl-N-{4-[(E)-phenyldiazenyl]-phenyl}-2-pyrimidinamine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	91%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 104-94-9
4-methoxy-aniline

: 23951-85-1
N-(4-methoxylphenyl)-4,6-dimethyl-2-pyrimidinamine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	90%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 24313-88-0
3,4,5-Trimethoxyaniline

: 4,6-dimethyl-N-(3,4,5-trimethoxyphenyl)-2-pyrimidinamine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	90%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 95-53-4
o-toluidine

: 4,6-dimethyl-N-(2-methylphenyl)-2-pyrimidinamine

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	90%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 722-27-0
bis(4-aminophenyl)disulfide

: N,N'-[dithiobis(4,1-phenylene)]bis(4,6-dimethylpyrimidin-2-amine)

Conditions

Conditions	Yield
In ethanol at 160℃; for 0.166667h; Microwave irradiation; Sealed tube; Green chemistry;	90%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 300553-61-1
2-(methoxymethyl)-4-(piperazin-1-yl)pyrimidine

: 400784-91-0
2-methoxymethyl-4-[4-(4,6-dimethyl-pyrimidinin-2-yl)-piperazin-1-yl]-pyrimidine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In butan-1-ol Heating;	89%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 100-59-4
phenylmagnesium chloride

: 14164-34-2
4,6-dimethyl-2-phenylpyrimidine

Conditions

Conditions	Yield
With quinoline; ferric(III) bromide In tetrahydrofuran; tert-butyl methyl ether at 25℃; for 0.0833333h; Reagent/catalyst; Inert atmosphere;	89%
With ferric(III) bromide In tetrahydrofuran; tert-butyl methyl ether at 20℃; for 2h; Inert atmosphere; Schlenk technique;	76%

: 4472-44-0
2-chloro-4,6-dimethylpyrimidine

: 54663-78-4
tributyl(thien-2-yl)stannane

: 67945-74-8
4,6-dimethyl-2-(thiophen-2-yl)pyrimidine

Conditions

Conditions	Yield
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride In N,N-dimethyl-formamide at 110℃; for 2h;	88%

2-Chloro-4,6-dimethylpyrimidine Specification

The 2-Chloro-4,6-dimethylpyrimidine with the cas number 4472-44-0. It is also called Pyrimidine, 2-chloro-4,6-dimethyl-. It belongs to the following product categories: (1)Pyrimidine; (2)pharmacetical; (3)Halides; (4)Pyrazines, Pyrimidines & Pyridazines. It can be used for a kind of important pharmaceutical intermediates.

Properties of 2-Chloro-4,6-dimethylpyrimidine are: (1)ACD/LogP: 1.28 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 1.28 ; (4)ACD/LogD (pH 7.4): 1.28 ; (5)ACD/BCF (pH 5.5): 5.53 ; (6)ACD/BCF (pH 7.4): 5.53 ; (7)ACD/KOC (pH 5.5): 118.41 ; (8)ACD/KOC (pH 7.4): 118.41 ; (9)#H bond acceptors: 2 ; (10)#H bond donors: 0 ; (11)#Freely Rotating Bonds: 0 ; (12)Polar Surface Area: 25.78 Å² ; (13)Index of Refraction: 1.526 ; (14)Molar Refractivity: 36.98 cm³ ; (15)Molar Volume: 120.3 cm³ ; (16)Polarizability: 14.66 ×10^-24cm³ ; (17)Surface Tension: 42.1 dyne/cm ; (18)Density: 1.184 g/cm³ ; (19)Flash Point: 104.8 °C ; (20)Enthalpy of Vaporization: 43.39 kJ/mol ; (21)Boiling Point: 216 °C at 760 mmHg ; (22)Vapour Pressure: 0.211 mmHg at 25°C

Uses of 2-Chloro-4,6-dimethylpyrimidine: 2-Chloro-4,6-dimethylpyrimidine can be used as reactant in many reations. For instance, it can react with trimethylamine to obtain (4,6-dimethyl-pyrimidin-2-yl)-trimethyl-ammonium; chloride at room temperature for 1h in benzene as solvent. The yield is 91 % .

When you are using 2-Chloro-4,6-dimethylpyrimidine, 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:Clc1nc(cc(n1)C)CCopyCopied
2.InChI:InChI=1/C6H7ClN2/c1-4-3-5(2)9-6(7)8-4/h3H,1-2H3

Toxic information of 2-Chloro-4,6-dimethylpyrimidine can be showed as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#12211,
mouse	LDLo	intraperitoneal	200mg/kg (200mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE WEAKNESS	Biochemical Pharmacology. Vol. 21, Pg. 277, 1972.

Product Name

2-Chloro-4,6-dimethylpyrimidine

Synthetic route

2-Chloro-4,6-dimethylpyrimidine Specification

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