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2-Amino-4-chloro-6-methoxypyrimidine

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Name

2-Amino-4-chloro-6-methoxypyrimidine

EINECS 410-050-9
CAS No. 5734-64-5 Density 1.398 g/cm3
PSA N/A LogP N/A
Solubility N/A 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 N/A Appearance light yellow crystalline powder
Safety 22-2 Risk Codes 22
Molecular Structure Molecular Structure of 5734-64-5 (2-Amino-4-chloro-6-methoxypyrimidine) Hazard Symbols HarmfulXn
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;

Article Data 22

2-Amino-4-chloro-6-methoxypyrimidine 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
ConditionsYield
at 17℃; for 4.5h; Product distribution / selectivity; Heating / reflux;97%
for 20h; Heating / reflux;90%
56-05-3

2-Amino-4,6-dichloropyrimidine

124-41-4

sodium methylate

5734-64-5

2-amino-4-chloro-6-methoxypyrimidine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With trichlorophosphate
43212-41-5

2,4-dichloro-6-methoxypyrimidine

7664-41-7

ammonia

5734-64-5

2-amino-4-chloro-6-methoxypyrimidine

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

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,

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