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36315-01-2

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36315-01-2 Usage

Chemical Properties

Crystalline Powder

Uses

Different sources of media describe the Uses of 36315-01-2 differently. You can refer to the following data:
1. 2-Amino-4,6-dimethoxypyrimidine is a building block for various chemical synthesis. Attributes PIS available on request. Please contact us. Contact
2. 2-Amino-4,6-dimethoxypyrimidine is suitable for use in the preparation of cocrystal 2-amino-4,6-dimethoxypyrimidine-anthranilic acid (1/1).

General Description

2-Amino-4,6-dimethoxypyrimidine is identified as degradation product of sulfosulphuron in agricultural soil by ESI LC-MS/MS analysis. It was isolated as metabolite during the biodegradation of bensulphuron-methyl by Penicillium pinophilum by liquid chromatography-mass spectrometry. The FTIR and FT-Raman spectra of 2-amino-4,6-dimethoxypyrimidine has been reported. Hydrogen bonding in the molecules of 2-amino-4,6-di-methoxy-pyrimidine has been investigated.

Check Digit Verification of cas no

The CAS Registry Mumber 36315-01-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,6,3,1 and 5 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 36315-01:
(7*3)+(6*6)+(5*3)+(4*1)+(3*5)+(2*0)+(1*1)=92
92 % 10 = 2
So 36315-01-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H9N3O2/c1-10-4-3-5(11-2)9-6(7)8-4/h3H,1-2H3,(H2,7,8,9)

36315-01-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (B20152)  2-Amino-4,6-dimethoxypyrimidine, 98%   

  • 36315-01-2

  • 2.5g

  • 336.0CNY

  • Detail
  • Alfa Aesar

  • (B20152)  2-Amino-4,6-dimethoxypyrimidine, 98%   

  • 36315-01-2

  • 10g

  • 819.0CNY

  • Detail
  • Aldrich

  • (375349)  2-Amino-4,6-dimethoxypyrimidine  98%

  • 36315-01-2

  • 375349-5G

  • 230.49CNY

  • Detail
  • Aldrich

  • (375349)  2-Amino-4,6-dimethoxypyrimidine  98%

  • 36315-01-2

  • 375349-25G

  • 811.98CNY

  • Detail

36315-01-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Amino-4,6-dimethoxypyrimidine

1.2 Other means of identification

Product number -
Other names ADMP

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:36315-01-2 SDS

36315-01-2Synthetic route

N-benzyl-2-amino-4,6-dimethoxypyrimidine

N-benzyl-2-amino-4,6-dimethoxypyrimidine

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
With methanol; palladium(II) hydroxide at 20℃; for 48h;98%
With hydrogen; palladium(II) hydroxide In methanol at 20℃; under 760.051 Torr; for 48h;98%
2-chloro-4,6-dimethoxypyrimidine
13223-25-1

2-chloro-4,6-dimethoxypyrimidine

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
With ammonia In tetrahydrofuran; water at 100 - 110℃; for 4h; Solvent; Autoclave; Large scale;96.3%
With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 50℃; for 24h; Reagent/catalyst; Inert atmosphere;80%
Multi-step reaction with 2 steps
1: potassium carbonate / 1,4-dioxane / 96 h / Reflux
2: methanol; palladium(II) hydroxide / 48 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / 1,4-dioxane / 96 h / Reflux
2: hydrogen; palladium(II) hydroxide / methanol / 48 h / 20 °C / 760.05 Torr
View Scheme
3-amino-3-methoxy-N-nitrile-2-propionamidine

3-amino-3-methoxy-N-nitrile-2-propionamidine

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
Stage #1: 3-amino-3-methoxy-N-nitrile-2-propionamidine With acetic acid In toluene at 150℃; for 3h; Industrial scale;
Stage #2: In toluene Reagent/catalyst; Temperature; Industrial scale;
96%
With acetic acid at 120 - 130℃; for 4h; Reagent/catalyst; Large scale;95.47%
In toluene at 100℃; for 5h;82.06%
C9H13N3O2

C9H13N3O2

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
With hydrogenchloride In water at 40 - 45℃; for 4h; Temperature;91.3%
methanol
67-56-1

methanol

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

2-Amino-4,6-dichloropyrimidine

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
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;
91%
With sodium for 13h; Reflux;85%
With sodium at 20℃; for 85h; Reflux;85%
With sodium
C10H15N3O2

C10H15N3O2

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
With hydrogenchloride In water at 60 - 65℃; for 3h;90.6%
potassium bicarbonate

potassium bicarbonate

CYANAMID
420-04-2

CYANAMID

dimethyl 1,3-propanediimidate dihydrochloride
71160-05-9

dimethyl 1,3-propanediimidate dihydrochloride

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
In water; toluene90%
methyl 3-amino-3-methoxy-N-nitrile-2-propionamidine

methyl 3-amino-3-methoxy-N-nitrile-2-propionamidine

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
Stage #1: methyl 3-amino-3-methoxy-N-nitrile-2-propionamidine With zinc(II) chloride In toluene at 65℃; for 3h;
Stage #2: With hydrogenchloride In toluene at 20℃; for 2h; Solvent; Reagent/catalyst; Temperature;
90%
at 105℃; for 7h; Temperature;80%
In methanol for 6h; Solvent; Reflux;125g
potassium bicarbonate

potassium bicarbonate

CYANAMID
420-04-2

CYANAMID

dimethyl 1,3-propanediimidate dihydrochloride
71160-05-9

dimethyl 1,3-propanediimidate dihydrochloride

4-methyl-2-pentanone
108-10-1

4-methyl-2-pentanone

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
In water89.8%
potassium bicarbonate

potassium bicarbonate

dimethyl 1,3-propanediimidate dihydrochloride
71160-05-9

dimethyl 1,3-propanediimidate dihydrochloride

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
In water; toluene89.3%
2-aminopyrimidine-4,6-diol
56-09-7

2-aminopyrimidine-4,6-diol

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
In methanol; diethyl ether at 20℃; for 24h;86%
In methanol; diethyl ether at 20℃; for 24h;86%
2-Amino-4,6-dichloropyrimidine
56-05-3

2-Amino-4,6-dichloropyrimidine

sodium methylate
124-41-4

sodium methylate

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
With methanol
With methanol; xylene
In methanol at 20℃; Substitution;
azimsulfuron

azimsulfuron

A

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

B

1-methyl-4-(2-methyl-2H-tetrazole-5-yl)-1H-pyrazole-5-sulfonamide

1-methyl-4-(2-methyl-2H-tetrazole-5-yl)-1H-pyrazole-5-sulfonamide

Conditions
ConditionsYield
With sodium hydroxide at 50℃; Rate constant; Thermodynamic data; effect of acidic conditions (pH 1.4-5.6); effect of temperatures(40-50 deg C); ΔH*; ΔS*; effect of ionic strength on alkaline hydrolysis of title comp.;
With iron oxide; water at 25℃; pH=4.8; Kinetics; Further Variations:; Reagents;
methyl 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-6-(trifluoromethyl)-3-pyridinecarboxylate monosodium salt
144740-54-5

methyl 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-6-(trifluoromethyl)-3-pyridinecarboxylate monosodium salt

A

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

B

methyl 2-(aminosulfonyl)-6-(trifluoromethyl)-3-pyridinecarboxylate
144740-59-0

methyl 2-(aminosulfonyl)-6-(trifluoromethyl)-3-pyridinecarboxylate

C

1-(4,6-dimethoxy-2-pyrimidinyl)-7-(trifluoromethyl)pyrido [2,3-d]pyrimidine-2,4(1H,3H)-dione

1-(4,6-dimethoxy-2-pyrimidinyl)-7-(trifluoromethyl)pyrido [2,3-d]pyrimidine-2,4(1H,3H)-dione

D

methyl 2-[(aminocarbonyl)(4,6-dimethoxy-2-pyrimidinyl)amino]-6-trifluoromethyl-3-pyridinecarboxylate

methyl 2-[(aminocarbonyl)(4,6-dimethoxy-2-pyrimidinyl)amino]-6-trifluoromethyl-3-pyridinecarboxylate

Conditions
ConditionsYield
With acetate buffer at 20℃; for 720h; pH=5; Product distribution; Kinetics; Further Variations:; Temperatures; Hydrolysis; rearrangement;
methanol
67-56-1

methanol

nicosulfuron
111991-09-4

nicosulfuron

A

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

B

[[3-[(Dimethylamino)carbonyl]-2-pyridinyl]sulfonyl]carbamic acid methyl ester

[[3-[(Dimethylamino)carbonyl]-2-pyridinyl]sulfonyl]carbamic acid methyl ester

Conditions
ConditionsYield
at 30℃; Kinetics;
ethanol
64-17-5

ethanol

nicosulfuron
111991-09-4

nicosulfuron

A

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

B

[3-(N,N-dimethylcarbamoyl)-2-pyridyl]sulfonylcarbamate ethyl ester

[3-(N,N-dimethylcarbamoyl)-2-pyridyl]sulfonylcarbamate ethyl ester

Conditions
ConditionsYield
at 30℃; Kinetics;
nicosulfuron
111991-09-4

nicosulfuron

A

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

B

N,N-dimethyl-2-(aminosulfonyl)-3-pyridinecarboxamide
112006-75-4

N,N-dimethyl-2-(aminosulfonyl)-3-pyridinecarboxamide

Conditions
ConditionsYield
With disodium hydrogenphosphate; citric acid at 30℃; pH=4; Kinetics; Further Variations:; pH-values;
dimethyl carboximidate

dimethyl carboximidate

dimethyl 1,3-propanediimidate
51534-05-5

dimethyl 1,3-propanediimidate

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile
aqueous cyanamide

aqueous cyanamide

methyl 3-amino-3-methoxy-N-cyano-2-propeneimidate

methyl 3-amino-3-methoxy-N-cyano-2-propeneimidate

dimethyl 1,3-propanediimidate dihydrochloride
71160-05-9

dimethyl 1,3-propanediimidate dihydrochloride

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
With sodium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water
methyl 3-amino-3-methoxy-N-cyano-2-propeneimidate

methyl 3-amino-3-methoxy-N-cyano-2-propeneimidate

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
In toluene
azimsulfuron

azimsulfuron

A

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

B

6-amino-5-[(4,6-dimethoxypyrimidin-2-yl)methylamino]-1,5,6,8-tetrahydro-7-oxa-8λ6-tia-1,2,5,6-tetraaza-azulen-4-one
947599-43-1

6-amino-5-[(4,6-dimethoxypyrimidin-2-yl)methylamino]-1,5,6,8-tetrahydro-7-oxa-8λ6-tia-1,2,5,6-tetraaza-azulen-4-one

C

N-(4,6-dimethoxy-2-pyrimidinyl)urea

N-(4,6-dimethoxy-2-pyrimidinyl)urea

Conditions
ConditionsYield
In water; acetonitrile for 24h; Irradiation;
azimsulfuron

azimsulfuron

A

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

B

N-[[(5-hydroxy-4,6-dimethoxypyrimidin-2-yl)amino]carbonyl]-1-methyl-4-(2-methyl-2H-tetrazole-5-yl)-1H-pyrazole-5-sulfonamide
947599-44-2

N-[[(5-hydroxy-4,6-dimethoxypyrimidin-2-yl)amino]carbonyl]-1-methyl-4-(2-methyl-2H-tetrazole-5-yl)-1H-pyrazole-5-sulfonamide

C

1-methyl-4-(2-methyl-2H-tetrazole-5-yl)-1H-pyrazole-5-sulfonamide

1-methyl-4-(2-methyl-2H-tetrazole-5-yl)-1H-pyrazole-5-sulfonamide

Conditions
ConditionsYield
With iron(III) oxide In water Irradiation;
2-aminopyrimidine-4,6-diol
56-09-7

2-aminopyrimidine-4,6-diol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 150℃; Temperature; Time; Reagent/catalyst; Concentration;
amidosulfuron
120923-37-7

amidosulfuron

A

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

B

(5-hydroxy-4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl-N-methylsulfamic acid

(5-hydroxy-4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl-N-methylsulfamic acid

C

(5-hydroxy-4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamic acid

(5-hydroxy-4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamic acid

D

(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamic acid

(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamic acid

E

1-(4-hydroxy-6-methoxypyrimidin-2-yl)-3-[methyl(methylsulfonyl)sulfamoyl]urea

1-(4-hydroxy-6-methoxypyrimidin-2-yl)-3-[methyl(methylsulfonyl)sulfamoyl]urea

F

1-(5-hydroxy-4,6-dimethoxy-pyrimidin-2-yl)-3-[methyl(methylsulfonyl)sulfamoyl]urea

1-(5-hydroxy-4,6-dimethoxy-pyrimidin-2-yl)-3-[methyl(methylsulfonyl)sulfamoyl]urea

G

N-(4,6-dimethoxy-2-pyrimidinyl)urea

N-(4,6-dimethoxy-2-pyrimidinyl)urea

Conditions
ConditionsYield
In water at 30℃; Irradiation;
C6H11N3O2S

C6H11N3O2S

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene at 110 - 120℃; for 0.5h; Solvent; Temperature;285 g
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

C11H13N3O7S

C11H13N3O7S

N, N-dimethyl-2-(N-(N-(4,6-dimethoxypyrimidin-2-yl)-aminocarbonyl)-aminosulfonyl)-4-nitrobenzamide

N, N-dimethyl-2-(N-(N-(4,6-dimethoxypyrimidin-2-yl)-aminocarbonyl)-aminosulfonyl)-4-nitrobenzamide

Conditions
ConditionsYield
In toluene Reflux;98.4%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

[3-(N,N-dimethylcarbamoyl)-2-pyridyl]sulfonylcarbamate ethyl ester

[3-(N,N-dimethylcarbamoyl)-2-pyridyl]sulfonylcarbamate ethyl ester

nicosulfuron
111991-09-4

nicosulfuron

Conditions
ConditionsYield
With calcium chloride In toluene Autoclave; Heating; Large scale;98.4%
With tetrabutyl phosphonium bromide In acetonitrile at 60 - 100℃; for 5h; Reagent/catalyst;97.13%
In toluene for 0.5h; Reflux;75.6%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

ethyl (N-methylsulfonyl-N-methylamino)sulfonylcarbamate

ethyl (N-methylsulfonyl-N-methylamino)sulfonylcarbamate

amidosulfuron
120923-37-7

amidosulfuron

Conditions
ConditionsYield
In chlorobenzene97.2%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

2-bromoanisole
578-57-4

2-bromoanisole

4,6-dimethoxy-2-[(2-methoxyphenyl)amino]pyrimidine
1627898-11-6

4,6-dimethoxy-2-[(2-methoxyphenyl)amino]pyrimidine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 95℃; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;97%
2-ethoxyphenyl N-(2-ethoxyphenoxysulfonyl)carbamate

2-ethoxyphenyl N-(2-ethoxyphenoxysulfonyl)carbamate

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

A

2-Ethoxyphenol
94-71-3

2-Ethoxyphenol

B

ethoxysulfuron
126801-58-9

ethoxysulfuron

Conditions
ConditionsYield
In tolueneA n/a
B 96.4%
bromobenzene
108-86-1

bromobenzene

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

4,6-dimethoxy-N-phenylpyrimidin-2-ylamine

4,6-dimethoxy-N-phenylpyrimidin-2-ylamine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 95℃; Reagent/catalyst; Solvent; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;96%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

phenyl N-{[3-(dimethylcarbamoyl)pyridin-2-yl]sulfonyl}carbamate

phenyl N-{[3-(dimethylcarbamoyl)pyridin-2-yl]sulfonyl}carbamate

nicosulfuron
111991-09-4

nicosulfuron

Conditions
ConditionsYield
In dichloromethane at 40℃; for 5h; Temperature; Large scale;95.47%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

N-[(N'-methyl-N'-methylsulfonyl-aminosulfonyl)-aminocarbonyl]-morpholine
144851-58-1

N-[(N'-methyl-N'-methylsulfonyl-aminosulfonyl)-aminocarbonyl]-morpholine

amidosulfuron
120923-37-7

amidosulfuron

Conditions
ConditionsYield
In toluene95%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

4,6-dimethoxy-N,N-bis(4-methoxybenzyl)pyrimidin-2-amine
1268273-15-9

4,6-dimethoxy-N,N-bis(4-methoxybenzyl)pyrimidin-2-amine

Conditions
ConditionsYield
Stage #1: 4,6-dimethoxy-2-aminopyrimidine With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;
Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide at 20℃;
95%
Stage #1: 4,6-dimethoxy-2-aminopyrimidine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: p-methoxybenzyl chloride In N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere;
95%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

1,3-dibromobenzene
108-36-1

1,3-dibromobenzene

2-[(3-bromophenyl)amino]-4,6-dimethoxypyrimidine
1627898-13-8

2-[(3-bromophenyl)amino]-4,6-dimethoxypyrimidine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 95℃; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;94%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

C10H8INO6S

C10H8INO6S

sodium ((4,6-dimethoxypyrimidin-2-yl)carbamoyl)((2-((2-iodoethoxy)carbonyl)phenoxy)sulfonyl)amide

sodium ((4,6-dimethoxypyrimidin-2-yl)carbamoyl)((2-((2-iodoethoxy)carbonyl)phenoxy)sulfonyl)amide

Conditions
ConditionsYield
Stage #1: 4,6-dimethoxy-2-aminopyrimidine; C10H8INO6S In acetonitrile at 20℃; for 24h;
Stage #2: With sodium hydrogencarbonate
94%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

mercaptoacetic acid
68-11-1

mercaptoacetic acid

4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

4-(3-(4,6-dimethoxypyrimidin-2-yl)-4-oxothiazolidin-2-yl)benzonitrile
1610829-11-2

4-(3-(4,6-dimethoxypyrimidin-2-yl)-4-oxothiazolidin-2-yl)benzonitrile

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark;93.1%
1-[(N-methylsulfonyl-N-methylamino)-sulfonyl]-3-(N-methylsulfonyl-N-methylamino)urea

1-[(N-methylsulfonyl-N-methylamino)-sulfonyl]-3-(N-methylsulfonyl-N-methylamino)urea

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

A

N-methylmethane sulphonamide
1184-85-6

N-methylmethane sulphonamide

B

amidosulfuron
120923-37-7

amidosulfuron

Conditions
ConditionsYield
In chlorobenzeneA n/a
B 92.7%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

sodium isocyanate
917-61-3

sodium isocyanate

2-sulfonyl chloride-N,N-dimethylnicotinamide
112006-58-3

2-sulfonyl chloride-N,N-dimethylnicotinamide

nicosulfuron
111991-09-4

nicosulfuron

Conditions
ConditionsYield
Stage #1: sodium isocyanate; 2-sulfonyl chloride-N,N-dimethylnicotinamide With triethylamine In acetonitrile at 25℃; for 5h;
Stage #2: 4,6-dimethoxy-2-aminopyrimidine In acetonitrile at 0 - 40℃; for 1h; Temperature;
92.1%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

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

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

3-[[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-1-methyl-1H-indole-2-carboxylic acid, methyl ester

3-[[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]aminosulfonyl]-1-methyl-1H-indole-2-carboxylic acid, methyl ester

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In benzene for 4h; Heating;92%
methyl 3-chloro-1-methyl-4-(5-methyl-5,6-dihydro-1,4,2-dioxazine-3-yl)-1H-pyrazole-5-ylsulfonylcarbamate

methyl 3-chloro-1-methyl-4-(5-methyl-5,6-dihydro-1,4,2-dioxazine-3-yl)-1H-pyrazole-5-ylsulfonylcarbamate

4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

1-{3-chloro-1-methyl-4-[5,6-dihydro-5-methyl-1,4,2-dioxazin-3-yl]pyrazol-5-ylsulfonyl}-3-(4,6-dimethoxypyrimidin-2-yl)urea

1-{3-chloro-1-methyl-4-[5,6-dihydro-5-methyl-1,4,2-dioxazin-3-yl]pyrazol-5-ylsulfonyl}-3-(4,6-dimethoxypyrimidin-2-yl)urea

Conditions
ConditionsYield
In n-heptane; o-xylene at 90℃; under 337.534 Torr; for 12h;91.9%
In toluene for 4h; Product distribution / selectivity; Heating / reflux;
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

Ethoxycarbonyl isothiocyanate
16182-04-0

Ethoxycarbonyl isothiocyanate

5,7-dimethoxy-[1,2,4]-triazolo-[1,5-a]-pyrimidin-2-amine
13223-43-3

5,7-dimethoxy-[1,2,4]-triazolo-[1,5-a]-pyrimidin-2-amine

Conditions
ConditionsYield
Stage #1: 4,6-dimethoxy-2-aminopyrimidine; Ethoxycarbonyl isothiocyanate In ethyl acetate at 78℃; for 5.33333h; Heating / reflux;
Stage #2: With hydroxyammonium sulfate In water; ethyl acetate at 71℃; Heating / reflux;
Stage #3: With sodium carbonate In water; ethyl acetate at 71℃; for 7h; pH=6.5 - 7.0; Heating / reflux;
91.1%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

3-methoxyphenyl bromide
2398-37-0

3-methoxyphenyl bromide

4,6-dimethoxy-2-[(3-methoxyphenyl)amino]pyrimidine
1627898-10-5

4,6-dimethoxy-2-[(3-methoxyphenyl)amino]pyrimidine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 95℃; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;91%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

2,6-difluorobenzaldehyde
437-81-0

2,6-difluorobenzaldehyde

mercaptoacetic acid
68-11-1

mercaptoacetic acid

2-(2,6-difluorophenyl)-3-(4,6-dimethoxypyrimidin-2-yl)thiazolidin-4-one
1610829-33-8

2-(2,6-difluorophenyl)-3-(4,6-dimethoxypyrimidin-2-yl)thiazolidin-4-one

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark;90.2%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

C15H19NO6S

C15H19NO6S

methyl (E)-3-(3-(N-((4,6-dimethoxypyrimidin-2-yl)carbamoyl)sulfamoyl)-4-methylphenyl)-2-methylacrylate

methyl (E)-3-(3-(N-((4,6-dimethoxypyrimidin-2-yl)carbamoyl)sulfamoyl)-4-methylphenyl)-2-methylacrylate

Conditions
ConditionsYield
In ethanol; toluene Reflux;90.1%
4,6-dimethoxy-2-aminopyrimidine
36315-01-2

4,6-dimethoxy-2-aminopyrimidine

carbon monoxide
201230-82-2

carbon monoxide

3-trifluoromethylnitrobenzene
98-46-4

3-trifluoromethylnitrobenzene

N-(3-trifluoromethylphenyl)-N'-(4,6-dimethoxy-2-pyrimidyl)urea

N-(3-trifluoromethylphenyl)-N'-(4,6-dimethoxy-2-pyrimidyl)urea

Conditions
ConditionsYield
With triethylamine; selenium(IV) oxide In toluene at 140 - 150℃; under 22501.8 Torr; for 4h;89.8%

36315-01-2Relevant articles and documents

Sorption and degradation of azimsulfuron on iron(III)-rich soil colloids

Pinna, M. Vittoria,Pusino, Alba,Gessa, Carlo

, p. 8081 - 8085 (2004)

The sorption of N-[[(4,6-dimethoxypyrimidin-2-yl)amino]carbonyl]-1-methyl- 4-(2-methyl-2H-tetrazole-5-yl)1H-pyrazole-5-sulfonamide (AZS) on an iron oxide, iron(III)-humate, and an Fe3+-saturated clay was studied using a batch equilibrium method. Generally, 20 mg of each colloid was equilibrated with 20 mL of AZS solution (1.5-12.7 μM). The sorption on iron-montmorillonite and iron oxide was rapid, and the equilibrium was attained within 1.5 and 5 h, respectively. In the case of Fe-saturated humic acid the equilibrium time was 20 h. After equilibration, the phases were centrifuged (19000g, 15 min) and the supernatant was sampled and analyzed by HPLC. The values of Freundlich constants indicate that iron oxide (Kads = 199-5) shows the highest sorptive capacity toward AZS, followed by iron(III)-clay (Kads = 146.6) and iron(III)-humate (Kads = 108.2). With elapsing time, AZS degradation was observed in all colloidal suspensions. Iron-humate (t1/2 = 136 h) is most effective in promoting AZS degradation, followed by iron oxide (t 1/2 = 204 h) and iron-clay (t1/2 = 385 h). The metabolites 2-amino-4,6-dimethoxypyrimidineand 1-methyl-4-(2-methyl-2H-tetrazole-5-yl)-1H- pyrazole-5-sulfonamide, arising from a hydrolytic cleavage of the sulfonylurea bridge, were the only byproducts observed. A Fourier transform infrared study suggests that the sorption of AZS on iron-clay involves the protonation of one of the two basic pyrimidine nitrogens induced by the acidic water surrounding the saturating Fe3+ ions. Instead, the formation of a six-membered chelated complex favors the sorption of AZS on iron oxide.

Kinetic study on acid-base catalyzed hydrolysis of azimsulfuron, a sulfonylurea herbicide

Khan, M. Niyaz,Bakar, Baki B.,Yin, Fenny W. N.

, p. 253 - 260 (1999)

Pseudo-first-order rate constants (kobs) for hydrolysis of a sulfonylurea herbicide, azimsulfuron, AZIM, {N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbony]-1-methyl-4- (2-methyl-2H-tetrazol-5-yl)-1H-pyrazole-5-sulfonamide} (AZS) follow an empirical relationship: kobs = α1+α2[-OH]+α3 [-OH]2 within the [NaOH] range of 0.1-2.0 M at different temperatures ranging from 40 to 55 °C. The contribution of α3[-OH]2 term is small compared with α2[-OH] term and this turns out to be zero at 60 °C. Pseudo-first-order rate constants (kobs) for hydrolysis of AZS within the [H+] range from 2.5×10-6 to 1.4 M follow the relationship: kobs = (α1Ka+β1[H*]+β2 [H+]2)/([H+]+Ka) where pKa = 4.37 at 50 °C. The value of β1 is nearly 25 times larger than that of α1. The rate of alkaline hydrolysis of AZIM is weakly sensitive to ionic strength.

Preparation method of 2-amino-4, 6-dimethoxypyrimidine

-

Paragraph 0028; 0031; 0032; 0035; 0036; 0039, (2021/03/30)

The invention discloses a preparation method of 2-amino-4, 6-dimethoxypyrimidine, which comprises the following steps: S1, reacting malononitrile with methanol and hydrogen chloride to prepare 1, 3-dimethoxymalonamidine dihydrochloride; S2, controlling the pH value to be 5-6, and adding cyanogen chloride to react with 1, 3-dimethoxypropane diamidine dihydrochloride, so as to prepare 3-amino-3-methoxy-N-nitrile-based 2-propylamidine; and S3, carrying out cyclization on the 3-amino-3-methoxy-N-nitrile-2-propylamidine to obtain 2-amino-4, 6-dimethoxy pyrimidine; wherein the reaction in the step S1-S3 is carried out in an organic solvent. The cyanide chloride is adopted to replace cyanamide in a traditional method, the water content of a synthesis system is reduced, the amount of three wastesis reduced, a target product is synthesized through a one-pot method, damage caused by high corrosivity of 1, 3-dimethoxypropane diamidine dihydrochloride is avoided, the synthesis time is shortened,and the production efficiency is improved.

Preparation method for 2-amino-4,6-dimethoxypyrimidine

-

Paragraph 0050-0053; 0056-0059, (2020/03/05)

The invention provides a preparation method for 2-amino-4,6-dimethoxypyrimidine. The method comprises the following steps: by using malonate diester (II) and a di-substituted methylene guanidine salt(III) as raw materials, performing a cyclization reaction under the action of a base, performing a methylation reaction with a methylation reagent to prepare 2-di-substituted methylene amino-4,6-dimethoxypyrimidine (IV), and performing hydrolysis in an acidic aqueous solution to prepare the 2-amino-4,6-dimethoxypyrimidine (I). The raw materials used in the method are cheap and easy to obtain, andthe costs are low; the preparation method is simple, the steps are few, the conditions are easy to realize, and the operational safety is good; and the product yield and purity are high, the amount ofwastewater is small, and the method is environmentally friendly and suitable for industrial production.

Method for preparing 2-amino-4,6-dimethoxy pyrimidine

-

Paragraph 0024-0052, (2019/10/01)

The invention relates to a method for preparing 2-amino-4,6-dimethoxy pyrimidine. The method comprises the following steps: by taking 3-amino-3-methoxy-N-cyano-2-pyridinepropanimidamide as a raw material, and carrying out cyclization under the action of a catalyst, so as to generate the 2-amino-4,6-dimethoxy pyrimidine. By adopting the method, not only is a production cycle shortened, but also thereaction temperature is reduced, in addition, the product purity is improved, an economic and energy-saving route is provided for industrial production of the 2-amino-4,6-dimethoxy pyrimidine, and good economic benefits can be made. The structural formula of the 2-amino-4,6-dimethoxy pyrimidine is shown in the specification.

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