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CAS No.: | 36315-01-2 |
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Name: | 2-Amino-4,6-dimethoxypyrimidine |
Article Data: | 45 |
Molecular Structure: | |
Formula: | C6H9N3O2 |
Molecular Weight: | 155.156 |
Synonyms: | 4,6-Dimethoxypyrimidin-2-amine;2-Amino-4,6-dimethoxypyridine;2-Amino-4,6-methoxy pyrimidine;4,6-Dimethoxy-pyrimidin-2-ylamine;2-amino-4,6-dimethoxy pyrimidine(ADMP); |
EINECS: | 252-969-6 |
Density: | 1.229 g/cm3 |
Melting Point: | 94-96 °C(lit.) |
Boiling Point: | 356.4 °C at 760 mmHg |
Flash Point: | 169.4 °C |
Appearance: | crystalline powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36/37/39 |
PSA: | 70.26000 |
LogP: | 0.65720 |
4,6-dimethoxy-2-aminopyrimidine
Conditions | Yield |
---|---|
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
4,6-dimethoxy-2-aminopyrimidine
Conditions | Yield |
---|---|
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 |
4,6-dimethoxy-2-aminopyrimidine
Conditions | Yield |
---|---|
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% |
4,6-dimethoxy-2-aminopyrimidine
Conditions | Yield |
---|---|
With hydrogenchloride In water at 40 - 45℃; for 4h; Temperature; | 91.3% |
Conditions | Yield |
---|---|
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 |
4,6-dimethoxy-2-aminopyrimidine
Conditions | Yield |
---|---|
With hydrogenchloride In water at 60 - 65℃; for 3h; | 90.6% |
CYANAMID
dimethyl 1,3-propanediimidate dihydrochloride
4,6-dimethoxy-2-aminopyrimidine
Conditions | Yield |
---|---|
In water; toluene | 90% |
4,6-dimethoxy-2-aminopyrimidine
Conditions | Yield |
---|---|
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 |
CYANAMID
dimethyl 1,3-propanediimidate dihydrochloride
4-methyl-2-pentanone
4,6-dimethoxy-2-aminopyrimidine
Conditions | Yield |
---|---|
In water | 89.8% |
dimethyl 1,3-propanediimidate dihydrochloride
4,6-dimethoxy-2-aminopyrimidine
Conditions | Yield |
---|---|
In water; toluene | 89.3% |
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The 2-Amino-4,6-dimethoxypyrimidine with the cas number 36315-01-2, is also called (4,6-Dimethoxypyrimidin-2-amine named by IUPAC. 2-Amino-4,6-dimethoxypyrimidine belongs to the following product categories: (1)Pyridines ; (2)Pyrimidines ; (3)Purines and Pteredines; (4)Pyrimidine; (5)Amines; (6)Pyrimidines; (7)Building Blocks; (8)Heterocyclic Building Blocks.
Properties of 2-Amino-4,6-dimethoxypyrimidine: (1)H bond acceptors: 5 ; (2)H bond donors: 2 ; (3)Freely Rotating Bonds: 2 ; (4)Polar Surface Area: 47.48 Å ; (5)Index of Refraction: 1.547 ; (6)Molar Refractivity: 40.02 cm3 ; (7)Molar Volume: 126.1 cm3 ; (8)Polarizability: 15.86× 10-24cm3 ; (9)Surface Tension: 49.5 dyne/cm ; (10)Density: 1.229 g/cm3 ; (11)Flash Point: 169.4 °C ; (12)Enthalpy of Vaporization: 60.17 kJ/mol ; (13)Boiling Point: 356.4 °C at 760 mmHg ; (14)Vapour Pressure: 2.92E-05 mmHg at 25°C
Uses of 2-Amino-4,6-dimethoxypyrimidine: This product is a kind of important pesticide intermediates for synthesis of sulfonylurea pesticide, such as bensulfuron methyl , Nicosulfuron , cyclosulfamuron , Ethoxysulfuron , Rimsulfuron , Azimsulfuron and so on.
Preparation of 2-Amino-4,6-dimethoxypyrimidine: (1)It is mainly produced by raw materials such as propylene nitriles, methanol, cyanamide. (2) Reaction of N,N-Dimethylaniline, with 2-Amino-4,6-dihydroxypyrimidine and phosphorus oxychloride to produce 2-Amino-4,6-dichloropyrimidine. Then react with sodium methoxide to obtain 2-Amino-4,6-dimethoxypyrimidine.
When you are using this chemical, please be cautious about it as the following:
Firstly, 2-Amino-4,6-dimethoxypyrimidine is irritating not only to eyes, respiratory system but also is irritating to skin. When using it, please wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure :
1. SMILES: O(c1nc(nc(OC)c1)N)C
2. InChI: InChI=1/C6H9N3O2/c1-10-4-3-5(11-2)9-6(7)8-4/h3H,1-2H3,(H2,7,8,9)