2-Amino-4-chloro-6-methoxypyrimidine supplier

Name
2-Amino-4-chloro-6-methoxypyrimidine
EINECS 410-050-9
CAS No. 5734-64-5
Article Data22
CAS DataBase
Density 1.398 g/cm³
Solubility
Melting Point 168-171 °C(lit.)
Formula C₅H₆ClN₃O
Boiling Point 349.357 °C at 760 mmHg
Molecular Weight 159.575
Flash Point 165.086 °C
Transport Information
Appearance light yellow crystalline powder
Safety 22-2
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms 2-Amino-4-methoxy-6-chloro-pyrimidine;2-Amino-4-methoxy-6-chloro pyrimidine;Pyrimidine, 2-amino-4-chloro-6-methoxy-;2-Pyrimidinamine, 4-chloro-6-methoxy-;2-Amino-4-methoxy-6-chloropyrimidine;4-Chloro-6-methoxy-pyrimidin-2-amine;
PSA
LogP

Synthetic route

: 67-56-1
methanol

: 56-05-3
2-Amino-4,6-dichloropyrimidine

: 124-41-4
sodium methylate

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

Conditions

Conditions	Yield
at 17℃; for 4.5h; Product distribution / selectivity; Heating / reflux;	97%
for 20h; Heating / reflux;	90%

...Expand

: 56-05-3
2-Amino-4,6-dichloropyrimidine

: 124-41-4
sodium methylate

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

Conditions

Conditions	Yield
In acetone at 17 - 30℃; for 6.5h; Product distribution / selectivity;	95.3%
In acetic acid methyl ester at 17 - 30℃; for 6.5h; Product distribution / selectivity;	94.6%
In methanol for 20h; Heating / reflux;	90%

: 67-56-1
methanol

: 56-05-3
2-Amino-4,6-dichloropyrimidine

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

Conditions

Conditions	Yield
With potassium carbonate at 20℃; for 2h; Product distribution / selectivity; Heating / reflux;	95%
With sodium methylate In methanol for 20h; Reflux;	90%
Stage #1: methanol With sodium hydride In tetrahydrofuran for 0.25h; Inert atmosphere; Stage #2: 2-Amino-4,6-dichloropyrimidine In tetrahydrofuran for 15h; Inert atmosphere;	84%

: 43212-41-5
2,4-dichloro-6-methoxypyrimidine

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

Conditions

Conditions	Yield
With ethanol; ammonia at 100℃;

2-amino-6-methoxy-3H-pyrimidin-4-one: 2-amino-6-methoxy-3H-pyrimidin-4-one

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

Conditions

Conditions	Yield
With trichlorophosphate

: 43212-41-5
2,4-dichloro-6-methoxypyrimidine

: 7664-41-7
ammonia

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

Conditions

Conditions	Yield
at 100℃; im Rohr;

: 90982-32-4
chlorimuron ethyl

A: 155-90-8
4-methoxypyrimidin-2-amine

B: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

C: 59777-72-9
ethyl 2-(aminosulfonyl)benzoate

D: 81-07-2
saccharin

E: N-(6-Chloro-4-methoxypyrimidin-2-yl)urea

F: chlorimuron

G benzoic acid, ethyl benzoate: benzoic acid, ethyl benzoate

Conditions

Conditions	Yield
With water for 2h; Product distribution; Rate constant; Irradiation; var. pH values;

...Expand

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 100-61-8
N-methylaniline

: 25706-78-9
2-amino-6-(N-methylanilino)pyrimidin-4(3H)-one

Conditions

Conditions	Yield
at 289.84 - 299.84℃; for 0.0666667h;	97%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: C14H9NO6S

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-(phenoxycarbonyl)phenoxy)sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; C14H9NO6S In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	97%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 155-90-8
4-methoxypyrimidin-2-amine

Conditions

Conditions	Yield
With hydrogen; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon In ethanol; ethyl acetate for 14h;	94%
With hydrogen; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon In ethanol; ethyl acetate for 14h;	90%
With hydrogen; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon In ethanol; ethyl acetate for 14h;	90%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 73748-48-8
<(4-nitrophenyl)oxy>sulfonyl isocyanate

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((4-nitrophenoxy) sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; <(4-nitrophenyl)oxy>sulfonyl isocyanate In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	94%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: C10H9NO6S

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-(ethoxycarbonyl)phenoxy)sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; C10H9NO6S In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	92%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 104-88-1
4-chlorobenzaldehyde

: 105-53-3
diethyl malonate

: (S)-diethyl 2-(((4-chloro-6-methoxypyrimidin-2-yl)amino)(4-methoxyphenyl)methyl)malonate

Conditions

Conditions	Yield
With 3-((3,5-bis(trifluoromethyl)phenyl)amino)-4-(((1R)-(6-methoxyquinolin-4-yl)((1S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione In para-xylene at 50℃; for 48h; Mannich Aminomethylation; enantioselective reaction;	90%

...Expand

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: C11H11NO6S

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-(isopropoxycarbonyl)phenoxy)sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; C11H11NO6S In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	90%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: C11H11NO6S

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-(propoxycarbonyl) phenoxy)sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; C11H11NO6S In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	89%

: 13331-23-2
fur-2-ylboronic acid

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 4-(furan-2-yl)-6-methoxypyrimidin-2-amine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 90℃; for 3h; Inert atmosphere;	87.29%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 17823-58-4
ethyl 2-cyano-3,3-di(methylsulfanyl)acrylate

: (E)-3-(4-Chloro-6-methoxy-pyrimidin-2-ylamino)-2-cyano-3-methylsulfanyl-acrylic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl acetamide; toluene Ambient temperature;	85%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 112-60-7
Tetraethylene glycol

: 1268273-35-3
2-(2-(2-(2-(2-amino-6-methoxypyrimidin-4-yloxy)ethoxy)ethoxy)ethoxy)ethanol

Conditions

Conditions	Yield
Stage #1: Tetraethylene glycol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h; Reflux; Inert atmosphere; Stage #2: 2-amino-4-chloro-6-methoxypyrimidine In N,N-dimethyl-formamide at 80℃; for 3h;	83%
Stage #1: Tetraethylene glycol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 2-amino-4-chloro-6-methoxypyrimidine In N,N-dimethyl-formamide; mineral oil at 80℃; for 3h; Inert atmosphere;	83%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 4792-79-4
2-hydroxyphenyl 2-chloroethyl ether

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-(2-chloroethoxy) phenoxy)sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; 2-hydroxyphenyl 2-chloroethyl ether In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	83%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: C10H6F3NO6S

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-((2,2,2-trifluoroethoxy)carbonyl)phenoxy)sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; C10H6F3NO6S In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	83%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 109-73-9
N-butylamine

: N4-butyl-6-methoxypyrimidine-2,4-diamine

Conditions

Conditions	Yield
With triethylamine In methanol at 70℃; for 12h;	82%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 100-51-6
benzyl alcohol

: 4-(benzyloxy)-6-methoxypyrimidin-2-amine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 80℃; for 3h; Solvent; Temperature; Inert atmosphere;	81.6%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

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

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

Conditions

Conditions	Yield
sonication;	81%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

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

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

Conditions

Conditions	Yield
sonication;	81%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 73748-49-9
C9H7NO6S

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-(methoxycarbonyl)phenoxy)sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; C9H7NO6S In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	81%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 105-13-5
4-Methoxybenzyl alcohol

: 4-methoxy-6-((4-methoxybenzyl)oxy)pyrimidin-2-amine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere;	79.6%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 3-Isocyanatosulfonyl-1-methyl-1H-indole-2-carboxylic acid methyl ester

: C17H16ClN5O6S

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In benzene for 4h; Heating;	79%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 2-iodoethyl 2-hydroxybenzoate

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-((2-iodoethoxy)carbonyl)phenoxy)sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; 2-iodoethyl 2-hydroxybenzoate In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	79%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 17997-47-6
2-tri-n-butylstannylpyridine

: 4-methoxy-6-(pyridin-2-yl)pyrimidin-2-amine

Conditions

Conditions	Yield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 120℃; for 3h; Inert atmosphere;	78.91%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: C9H8INO5S

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-(2-iodoethoxy) phenoxy)sulfonyl)amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; C9H8INO5S In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	78%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 2-fluoro-6-isocyanatosulfonyl-benzoic acid methyl ester

: C14H12ClFN4O6S

Conditions

Conditions	Yield
	75%

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: C7H4N2O6S

: sodium ((4-chloro-6-methoxypyrimidin-2-yl)carbamoyl)((2-nitrophenoxy) sulfonyl) amide

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloro-6-methoxypyrimidine; C7H4N2O6S In acetonitrile at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate	75%

: 50-00-0
formaldehyd

: 5734-64-5
2-amino-4-chloro-6-methoxypyrimidine

: 41421-13-0
5-(4-fluorophenyl)-2,3-dihydro-1,3,4-oxadiazole-2-thione

: 3-((4-chloro-6-methoxypyrimidin-2-ylamino)methyl)-5-(4-fluorophenyl)-1,3,4-oxadiazole-2(3H)-thione

Conditions

Conditions	Yield
In ethanol for 3h; Reflux;	74.5%

...Expand

2-Amino-4-chloro-6-methoxypyrimidine Specification

The 2-Amino-4-chloro-6-methoxypyrimidine, with the CAS registry number 5734-64-5, is also known as 2-Pyrimidinamine, 4-chloro-6-methoxy-. It belongs to the product categories of Pyridines, Pyrimidines, Purines and Pteredines; Pyrimidine; Pyrimidines; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Pyrimidines Heterocyclic Building Blocks. Its EINECS registry number is 410-050-9. This chemical's molecular formula is C₅H₆ClN₃O and molecular weight is 159.57. What's more, both its IUPAC name and systematic name are the same which is called 4-Chloro-6-methoxypyrimidin-2-amine. It should be stored in a cool, dry and sealed place. This chemical can be used for intermediates of pharmaceutical and chemical, it is also uesd for synthesis of the pesticide chlorimuron-ethyl.

Physical properties about 2-Amino-4-chloro-6-methoxypyrimidine are: (1)ACD/LogP: 1.035; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.03; (4)ACD/LogD (pH 7.4): 1.04; (5)ACD/BCF (pH 5.5): 3.60; (6)ACD/BCF (pH 7.4): 3.60; (7)ACD/KOC (pH 5.5): 87.04; (8)ACD/KOC (pH 7.4): 87.05; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 61.03 Å²; (13)Index of Refraction: 1.585; (14)Molar Refractivity: 38.245 cm³; (15)Molar Volume: 114.114 cm³; (16)Polarizability: 15.162×10^-24cm³; (17)Surface Tension: 57.284 dyne/cm; (18)Density: 1.398 g/cm³; (19)Flash Point: 165.086 °C; (20)Enthalpy of Vaporization: 59.384 kJ/mol; (21)Boiling Point: 349.357 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Uses of 2-Amino-4-chloro-6-methoxypyrimidine: it is used to produce other chemicals. For example, it can react with 2-cyano-3,3-bis-methylsulfanyl-acrylic acid ethyl ester to get 3-(4-chloro-6-methoxy-pyrimidin-2-ylamino)-2-cyano-3-methylsulfanyl-acrylic acid ethyl ester. This reaction needs reagent NaH and solvents N,N-dimethyl-acetamide, toluene at ambient temperature. The yield is 85 %.

2-Amino-4-chloro-6-methoxypyrimidine can react with 2-cyano-3,3-bis-methylsulfanyl-acrylic acid ethyl ester to get 3-(4-chloro-6-methoxy-pyrimidin-2-ylamino)-2-cyano-3-methylsulfanyl-acrylic acid ethyl ester.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and it is harmful if swallowed. You should keep out of the reach of children. And the gas can not be breathed.

You can still convert the following datas into molecular structure:
(1) SMILES: Clc1nc(nc(OC)c1)N
(2) InChI: InChI=1S/C5H6ClN3O/c1-10-4-2-3(6)8-5(7)9-4/h2H,1H3,(H2,7,8,9)
(3) InChIKey: VFEYBTFCBZMBAU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LDLo	oral	11gm/kg (11000mg/kg)	BEHAVIORAL: TREMOR GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA	National Technical Information Service. Vol. OTS0540491,

Product Name

2-Amino-4-chloro-6-methoxypyrimidine

Synthetic route

2-Amino-4-chloro-6-methoxypyrimidine Specification

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