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CAS No.: | 7139-02-8 |
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Name: | 2,6-Dichloro-4,8-dipiperidinopyrimidino[5,4-d]pyrimidine |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C16H20 Cl2 N6 |
Molecular Weight: | 367.281 |
Synonyms: | Pyrimido[5,4-d]pyrimidine,2,6-dichloro-4,8-dipiperidino- (6CI,7CI,8CI) |
EINECS: | 230-437-4 |
Density: | 1.386 g/cm3 |
Melting Point: | 242-250oC |
Boiling Point: | 504.1oC at 760mmHg |
Flash Point: | 258.7oC |
PSA: | 58.04000 |
LogP: | 3.83720 |
piperidine
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
Conditions | Yield |
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With copper(l) iodide; caesium carbonate In nitrobenzene at 180℃; for 16h; Inert atmosphere; | 95% |
In tetrahydrofuran at 25℃; | 93% |
Substitution; | |
In tetrahydrofuran at 0 - 5℃; for 0.333333h; | |
In tetrachloromethane; acetone at 30℃; for 1h; |
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
Conditions | Yield |
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With thionyl chloride; triethylamine for 0.133333h; Time; Microwave irradiation; | 93.5% |
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: aq. NaOH / 0.33 h / Heating 1.2: 39 percent / PCl5; POCl3 / 8 h / Heating 2.1: 93 percent / tetrahydrofuran / 25 °C View Scheme |
2,4,6,8-tetrahydroxypyrimidine-[5,4-d]pyrimidine
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: thionyl chloride / 1,4-dioxane / 1 h 1.2: 1.5 h / Darkness 2.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 2: acetone; tetrachloromethane / 1 h / 30 °C View Scheme |
Conditions | Yield |
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Multi-step reaction with 6 steps 1.1: 2,2'-azobis(isobutyronitrile); cobalt(II) acetate; acetic acid; oxygen / 15 h / 80 °C 2.1: sodium hydroxide / water / 3 h 2.2: 25 - 45 °C / Inert atmosphere 3.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere 4.1: sodium hydroxide / water / 4 h / 100 °C 5.1: thionyl chloride / 1,4-dioxane / 1 h 5.2: 1.5 h / Darkness 6.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 6 steps 1.1: sodium hydroxide; water; oxygen / 95 °C 2.1: nitric acid; sulfuric acid / 1 h / 10 - 30 °C 3.1: sodium dithionite / water / 0.5 h / 35 °C 4.1: 0.33 h / 100 °C 4.2: 1 h / 90 - 100 °C 4.3: 0.5 h / 60 °C / pH 4 5.1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 6.1: acetone; tetrachloromethane / 1 h / 30 °C View Scheme |
Conditions | Yield |
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Multi-step reaction with 5 steps 1.1: sodium hydroxide / water / 3 h 1.2: 25 - 45 °C / Inert atmosphere 2.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere 3.1: sodium hydroxide / water / 4 h / 100 °C 4.1: thionyl chloride / 1,4-dioxane / 1 h 4.2: 1.5 h / Darkness 5.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere View Scheme |
5-nitroorotic acid
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
Conditions | Yield |
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Multi-step reaction with 4 steps 1.1: copper; hydrogenchloride / water / 13 h / 40 °C / Inert atmosphere 2.1: sodium hydroxide / water / 4 h / 100 °C 3.1: thionyl chloride / 1,4-dioxane / 1 h 3.2: 1.5 h / Darkness 4.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium dithionite / water / 0.5 h / 35 °C 2.1: 0.33 h / 100 °C 2.2: 1 h / 90 - 100 °C 2.3: 0.5 h / 60 °C / pH 4 3.1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 4.1: acetone; tetrachloromethane / 1 h / 30 °C View Scheme |
5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: sodium hydroxide / water / 4 h / 100 °C 2.1: thionyl chloride / 1,4-dioxane / 1 h 2.2: 1.5 h / Darkness 3.1: caesium carbonate; copper(l) iodide / nitrobenzene / 16 h / 180 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: 0.33 h / 100 °C 1.2: 1 h / 90 - 100 °C 1.3: 0.5 h / 60 °C / pH 4 2.1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 3.1: acetone; tetrachloromethane / 1 h / 30 °C View Scheme |
orotic acid sodium salt
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
Conditions | Yield |
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Multi-step reaction with 5 steps 1.1: nitric acid; sulfuric acid / 1 h / 10 - 30 °C 2.1: sodium dithionite / water / 0.5 h / 35 °C 3.1: 0.33 h / 100 °C 3.2: 1 h / 90 - 100 °C 3.3: 0.5 h / 60 °C / pH 4 4.1: trichlorophosphate; phosphorus trichloride; chlorine / 24 h / 110 °C 5.1: acetone; tetrachloromethane / 1 h / 30 °C View Scheme |
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol
2,6-bis-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidine
Conditions | Yield |
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Stage #1: (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol With sodium hydride In tetrahydrofuran at 60℃; for 0.0833333h; Stage #2: 2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine In tetrahydrofuran Heating; | 99% |