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Tetrachloropyrimido(5,4-d)pyrimidine
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Name

Tetrachloropyrimido(5,4-d)pyrimidine

 EINECS 251-318-3
CAS No. 32980-71-5 Density 1.871g/cm3
PSA 51.56000 LogP 3.03340
Solubility N/A Melting Point 254-258 °C
Formula C6Cl4N4 Boiling Point 335.1 °C at 760 mmHg
Molecular Weight 269.905 Flash Point 186.8 °C
Transport Information N/A Appearance N/A
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 32980-71-5 (2,4,6,8-TETRACHLOROPYRIMIDO[5,4-D]PYRIMIDINE) Hazard Symbols N/A
Synonyms

Pyrimido[5,4-d]pyrimidine,tetrachloro- (9CI);2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine;Pyrimido[5,4-d]pyrimidine,2,4,6,8-tetrachloro-;Tetrachloropyrimido[5,4-d]pyrimidine;

Article Data 12

Tetrachloropyrimido(5,4-d)pyrimidine Synthetic route

6713-54-8

2,4,6,8-tetrahydroxypyrimidine-[5,4-d]pyrimidine

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
Stage #1: 2,4,6,8-tetrahydroxypyrimidine-[5,4-d]pyrimidine With thionyl chloride In 1,4-dioxane for 1h;
Stage #2: With N,N-dimethyl-formamide In 1,4-dioxane for 1.5h; Darkness;		88.59%
With phosphorus pentachloride; trichlorophosphate at 145℃; for 25.5h;37%
With chlorine; trichlorophosphate; phosphorus trichloride at 110℃; for 24h;

3,7-disodio-1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,6,8-(3H,7H)-tetralone

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate for 15h; Heating;51%

1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,6,8-(3H,7H)-tetrone

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
Stage #1: 1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,6,8-(3H,7H)-tetrone With sodium hydroxide for 0.333333h; Heating;
Stage #2: With phosphorus pentachloride; trichlorophosphate for 8h; Heating;		39%
sodium-salt of 1,5-dihydro-pyrimido<5,4-d>pyrimidine-2,4,6,8-tetraone

sodium-salt of 1,5-dihydro-pyrimido<5,4-d>pyrimidine-2,4,6,8-tetraone

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate
With phosphorus pentachloride; trichlorophosphate
7164-43-4

5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: aq. ammonium chloride / 1 h / 140 - 210 °C
1.2: 73 percent / aq. NaOH / Heating
2.1: 51 percent / POCl3; PCl5 / 15 h / Heating
View Scheme
Multi-step reaction with 2 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
View Scheme
7164-43-4

5-aminoorotic acid

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-benzyl-N,N,N-triethylammonium chloride; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol / 9 h / 150 - 160 °C
2: phosphorus pentachloride; trichlorophosphate / 25.5 h / 145 °C
View Scheme
626-48-2

6-Methyluracil

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 5 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
View Scheme
Multi-step reaction with 5 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
View Scheme
65-86-1

orotic acid

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 4 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
View Scheme
17687-24-0

5-nitroorotic acid

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 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
View Scheme
Multi-step reaction with 3 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
View Scheme

tetrabromopyrimido[5,4-d]pyrimidine

32980-71-5

2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
With hydrogenchloride In water for 24h; Reflux;105 g

Tetrachloropyrimido(5,4-d)pyrimidine Chemical Properties

IUPAC Name: 2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine
Synonyms of Tetrachloropyrimido(5,4-d)pyrimidine (CAS NO.32980-71-5): Pyrimido[5,4-d]pyrimidine,2,4,6,8-tetrachloro- ; 2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine
CAS NO: 32980-71-5
Molecular Formula: C6Cl4N4
Molecular Weight: 269.9
Molecular Structure:
EINECS: 251-318-3 
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 51.56 Å2
Index of Refraction: 1.704
Molar Refractivity: 56.04 cm3
Molar Volume: 144.2 cm3
Surface Tension: 79.8 dyne/cm
Density: 1.871 g/cm3
Flash Point: 186.8 °C
Enthalpy of Vaporization: 55.53 kJ/mol
Boiling Point: 335.1 °C at 760 mmHg
Vapour Pressure: 0.000237 mmHg at 25°C 
SMILES: Clc2nc(Cl)nc1c2nc(Cl)nc1Cl
InChI: InChI=1/C6Cl4N4/c7-3-1-2(12-6(10)13-3)4(8)14-5(9)11-1
InChIKey: QNKFHUMDHRWWES-UHFFFAOYA
Std. InChI: InChI=1S/C6Cl4N4/c7-3-1-2(12-6(10)13-3)4(8)14-5(9)11-1
Std. InChIKey: QNKFHUMDHRWWES-UHFFFAOYSA-N

Tetrachloropyrimido(5,4-d)pyrimidine Safety Profile

Safety Information about Tetrachloropyrimido(5,4-d)pyrimidine (CAS NO.32980-71-5):
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.

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