2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
With sodium methylate In methanol at 20℃; for 3h; | 92.8% |
With sodium methylate In methanol | 92.8% |
4-[4-(2,5-dimethoxypyrimidinyl)]
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium methylate; triethylamine In 1,4-dioxane; methanol at 20 - 30℃; | 91.2% |
5-chloro-8-methoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amine
sodium methylate
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
In methanol; acetonitrile at 20℃; for 1.5h; | 88% |
2-Chloro-4-hydrazino-5-methoxy-pyrimidine
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
With bromocyane; sodium methylate In methanol; acetonitrile; tert-butyl alcohol at 0 - 41℃; for 7h; | 82.4% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water at 40 - 50℃; for 4.5h; Temperature; Solvent; Concentration; | 76.4% |
bromocyane
2-Chloro-4-hydrazino-5-methoxy-pyrimidine
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
With sodium methylate In acetonitrile; tert-butyl alcohol at 21 - 42℃; for 5.2h; | 74.7% |
Ethoxycarbonyl isothiocyanate
2,5-dimethoxy-4-aminopyrimidine
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
Stage #1: Ethoxycarbonyl isothiocyanate; 4-amino-2,5-dimethoxypyrimidine In toluene at 27 - 87℃; Stage #2: In water; toluene at 40℃; Stage #3: With hydroxylamine In water; toluene at 68 - 81℃; pH=4.44 - 7.40; pH-value; Solvent; Temperature; Time; Reagent/catalyst; | 70.4% |
2,5-dimethoxy-4-cyanoaminopyrimidine
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
Stage #1: 2,5-dimethoxy-4-cyanoaminopyrimidine With hydroxylamine hydrochloride; triethylamine In acetonitrile at 45℃; for 2h; Stage #2: With triethylamine; methyl chloroformate In acetonitrile at 5.8 - 76℃; for 4h; | 52.8% |
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; triethylamine / methanol / 3 h / 45 °C 2: triethylamine; chloroformic acid ethyl ester / ethyl acetate; water / 12 h / 48 - 78 °C View Scheme |
3-amino-8-methoxy-5-methylthio-1,2,4-triazolo[4,3-c]pyrimidine hydrobromide
sodium methylate
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
With ethyl acrylate In methanol at 20℃; Cooling with ice; |
2-chloro-5-methoxypyrimidin-4-amine
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ethyl acetate / 10 h / Reflux 2: hydroxylamine hydrochloride; sodium hydrogencarbonate / water; tert-butyl alcohol / 5 h / 20 °C 3: acetonitrile; methanol / 1.5 h / 20 °C View Scheme |
Ethyl [(2-chloro-5-methoxypyrimidin-4-yl)amino]-carbonothioylcarbamate
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; sodium hydrogencarbonate / water; tert-butyl alcohol / 5 h / 20 °C 2: acetonitrile; methanol / 1.5 h / 20 °C View Scheme |
2,5-dimethoxy-4-aminopyrimidine
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ethyl acetate / 13.5 h / 78 °C 2: hydroxylamine hydrochloride; sodium hydroxide / ethyl acetate; water 3: ethyl acetate; water / 20 - 50 °C View Scheme |
ethyl (E/Z)-[(2,5-dimethoxypyrimidin-4-yl)amino](hydroxyimino)methylcarbamate
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
In water; ethyl acetate at 20 - 50℃; |
4-chloro-2,5-dimethoxypyrimidine
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1-methyl-pyrrolidin-2-one / 2.5 h / 50 °C 2.1: hydroxylamine hydrochloride; triethylamine / acetonitrile / 2 h / 45 °C 2.2: 4 h / 5.8 - 76 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1-methyl-pyrrolidin-2-one / 2.5 h / 50 °C 2: hydroxylamine hydrochloride; triethylamine / methanol / 3 h / 45 °C 3: triethylamine; chloroformic acid ethyl ester / ethyl acetate; water / 12 h / 48 - 78 °C View Scheme |
2,5-dimethoxy-4-hydroxyguanidnylpyrimidine
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
With chloroformic acid ethyl ester; triethylamine In water; ethyl acetate at 48 - 78℃; for 12h; |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
Conditions | Yield |
---|---|
In toluene at 90 - 100℃; under 225.023 - 300.03 Torr; for 6h; | 98.1% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-bromo-6-trifluoromethybenzenesulfonyl chloride
2-bromo-6-trifluoromethyl-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With 3,5-Lutidine; sulfilimine In acetonitrile at 45℃; for 24h; | 92.7% |
Conditions | Yield |
---|---|
With dmap In N,N-dimethyl-formamide at 60℃; for 6h; Reagent/catalyst; | 91.7% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride
Conditions | Yield |
---|---|
With 3,5-Lutidine; dimethyl sulfoxide In 3,5-Lutidine at 20℃; for 8.5h; Product distribution / selectivity; | 91% |
With 3,5-Lutidine; dimethyl sulfoxide In acetonitrile at 20℃; for 24h; Product distribution / selectivity; | 89% |
With 3-Methylpyridine; N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-S,S-dimethylsulfilimine hydrochloride In acetonitrile at 8 - 48℃; for 20 - 48h; Product distribution / selectivity; | 86% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
o-Methoxybenzenesulfonyl chloride
2-methoxy-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 90% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-methoxy-4-(trifluoromethyl)-pyridine-3-sulfonyl chloride
2-methoxy-4-(trifluoromethyl)-N-(5,8-dimethoxy[1,2,4]-triazolo[1,5-c]pyrimidin-2-yl)pyridine-3-sulfonamide
Conditions | Yield |
---|---|
With 3,5-Lutidine; dimethyl sulfoxide at 20 - 52℃; Product distribution / selectivity; | 88% |
With 3,5-Lutidine; dimethyl sulfoxide In acetonitrile at 20 - 30℃; for 17h; Product distribution / selectivity; | 85% |
With pyridine; dimethyl sulfoxide In dichloromethane |
2,6-dimethoxybenzenesulfonyl chloride
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2,6-dimethoxy-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 68% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2,6-dichlorobenzenesulfonyl chloride
2,6-dichloro-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 63% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2,5-dichlorobenzenesulphonyl chloride
2,5-dichloro-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 62% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile Molecular sieve; | 54% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-(2-fluoroethoxy)-6-trifluoromethylbenzenesulfonyl chloride
2-(2-fluoroethoxy)-6-trifluoromethyl-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 52% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
3,5-dichlorobenzensulfonyl chloride
3,5-dichloro-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 34% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-(2,2,2-trifluoroethoxy)-6-trifluoromethylbenzenesulfonyl chloride
2-(2,2,2-trifluoroethoxy)-6-trifluoromethyl-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 30% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-(3-fluoropropoxy)-6-trifluoromethylbenzenesulfonyl chloride
2-(3-fluoropropoxy)-6-trifluoromethyl-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 30% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-ethoxy-6-trifluoromethylbenzenesulfonyl chloride
2-ethoxy-6-trifluoromethyl-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 29% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-methoxy-6-(trifluoromethyl)benzene-sulfonyl chloride
2-methoxy-6-trifluoromethyl-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 29% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-trifluoromethylbenzenesulfonyl chloride
2-trifluoromethyl-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 20% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
2-[2-fluoro-1-(fluoromethyl)ethoxy]-6-trifluoromethylbenzenesulfonyl chloride
2-[2-fluoro-1-(fluoromethyl)ethoxy]-6-trifluoromethyl-N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With pyridine; dimethyl sulfoxide In acetonitrile for 6h; | 19% |
2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine
dimethylsulfide
Conditions | Yield |
---|---|
With N-chloro-succinimide In dichloromethane; acetonitrile at -28 - 20℃; Product distribution / selectivity; | |
With 3-Methylpyridine; chlorine In acetonitrile at -25 - 8℃; Product distribution / selectivity; |
With the CAS registry number 219715-62-5, the systematic name of this chemical is 5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amine. The formula is C7H9N5O2 and molecular weight is 195.18. When use it, people should be careful.
The other characteristics of 5,8-Dimethoxy-[1,2,4]triazolo[1,5-c]pyrimidin-2-amine can be summarized as: (1)ACD/LogP: 0.68; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 16; (6)ACD/KOC (pH 7.4): 17; (7)#H bond acceptors: 7; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 87.56 Å2; (11)Index of Refraction: 1.706; (12)Molar Refractivity: 47.144 cm3; (13)Molar Volume: 121.217 cm3; (14)Polarizability: 18.689×10-24 cm3; (15)Surface Tension: 61.095 dyne/cm; (16)Density: 1.61 g/cm3.
People can use the following data to convert to the molecule structure.
1. SMILES:n1c(nn2c1c(OC)cnc2OC)N
2. InChI:InChI=1/C7H9N5O2/c1-13-4-3-9-7(14-2)12-5(4)10-6(8)11-12/h3H,1-2H3,(H2,8,11)
3. InChIKey:DBJPBHJHAPAUQU-UHFFFAOYAY
4. Std. InChI:InChI=1S/C7H9N5O2/c1-13-4-3-9-7(14-2)12-5(4)10-6(8)11-12/h3H,1-2H3,(H2,8,11)
5. Std. InChIKey:DBJPBHJHAPAUQU-UHFFFAOYSA-N
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