Tetrachloropyrimido(5,4-d)pyrimidine supplier

Name
2,4,6,8-TETRACHLOROPYRIMIDO[5,4-D]PYRIMIDINE
EINECS 251-318-3
CAS No. 32980-71-5
Article Data12
CAS DataBase
Density 1.871g/cm³
Solubility
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
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
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;
PSA 51.56000
LogP 3.03340

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 154-85-8
orotic acid sodium salt

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
Multi-step reaction with 4 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 View Scheme

: C6N4O4(4-)*2Na(1+)*2H(1+)

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With phosphorus derivatives In N,N-dimethyl-formamide at 106 - 150℃; for 6h;

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 2393-23-9
4-methoxy-benzylamine

: 94542-24-2
4,8-bis(benzylamino)-2,6-dichloropyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃; for 1h;	98%

: 107-10-8
propylamine

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 2,6-dichloro-N4,N8-di-n-propyl-pyrimido[5,4-d]pyrimidine-4,8-diamine

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 1h;	97%
In tetrahydrofuran at 0 - 5℃; for 0.333333h;

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 156-87-6
propan-1-ol-3-amine

: 3-(2,6,8-trichloropyrimido[5,4-d]pyrimidin-4-ylamino)propan-1-ol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78 - 20℃; for 0.5h;	97%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 74-89-5
methylamine

: 500860-54-8
2,6-dichloro-N4,N8-dimethyl-pyrimido[5,4-d]pyrimidine-4,8-diamine

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 2h;	96%
In tetrahydrofuran at 0 - 5℃; for 0.333333h;
In tetrahydrofuran at 0 - 20℃; for 1h; Concentration; Temperature;

: 110-89-4
piperidine

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 7139-02-8
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
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;

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 100-46-9
benzylamine

: 94542-24-2
4,8-bis(benzylamino)-2,6-dichloropyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃;	93%
With potassium carbonate In tetrahydrofuran at 25℃; for 0.333333h;	69%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 2393-23-9
4-methoxy-benzylamine

: 213840-32-5
2,6-dichloro-4,8-di-(4'-methoxybenzylamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃;	93%

: 107-10-8
propylamine

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: propyl (2,6,8-trichloropyrimido[5,4-d]pyrimidin-4-yl)amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78℃; for 0.833333h;	93%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 75-04-7
ethylamine

: 2,6-dichloro-N4,N8-diethyl-pyrimido[5,4-d]pyrimidine-4,8-diamine

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 2h;	92%
In tetrahydrofuran at 0 - 20℃; for 1h;	88%
In tetrahydrofuran at 0 - 5℃; for 0.333333h;

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 2854-16-2
1-Amino-2-methyl-propan-2-ol

: 2-methyl-1-(2,6,8-trichloropyrimido[5,4-d]pyrimidin-4-ylamino)propan-2-ol

Conditions

Conditions	Yield
Stage #1: 2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine; 1-Amino-2-methyl-propan-2-ol In tetrahydrofuran at -78℃; for 0.5h; Stage #2: With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78℃; for 0.5h;	92%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 107-11-9
1-amino-2-propene

: N4,N8-diallyl-2,6-dichloro-pyrimido[5,4-d]pyrimidine-4,8-diamine

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 2h;	91%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 2,6,8-Trichloropyrimido[5,4-d]pyrimidin-4-ol

Conditions

Conditions	Yield
With water In tetrahydrofuran at 20℃; for 24h;	91%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 141-43-5
ethanolamine

: 2-(2,6,8-trichloropyrimido[5 ,4-d]pyrimidin-4-ylamino)ethanol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78℃; for 2h;	88%

: 111-86-4
n-Octylamine

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 218305-19-2
2,6-dichloro-4,8-bis(N-octylamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
In chloroform for 0.5h; cooling;	87%
In chloroform at 10℃; for 0.833333h;	86%

: 702-24-9
4-methoxy-N-methylbenzylamine

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 213840-39-2
2,6-dichloro-4,8-di-(N-4'-methoxybenzyl-N-methylamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃;	87%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 103-49-1
dibenzylamine

: 774539-00-3
2,6-dichloro-4,8-bis-(dibenzylamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃;	87%
In tetrahydrofuran at 0 - 5℃; for 0.333333h;

: 124-22-1
n-Dodecylamine

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 2,6-dichloro-4,8-bis(N-dodecylamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
In chloroform at 10℃;	86%
In chloroform cooling;	86%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 5763-61-1
3,4-dimethoxybenzylamine

: 213840-35-8
2,6-dichloro-N4,N8-bis(3,4-dimethoxybenzyl)pyrimido[5,4-d]pyrimidine-4,8-diamine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃;	83%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 3300-51-4
p-Trifluoromethylbenzylamine

: 213840-34-7
2,6-dichloro-4,8-di-(4'-trifluoromethylbenzylamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃;	81%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 98-80-6
phenylboronic acid

: C18H10Cl2N4

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 120℃; for 3h;	77%

: 76180-33-1
[2-fluoro-4-(methylthio)phenyl]amine

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 2,6,8-trichloro-N-(2-fluoro-4-(methylsulfonyl)phenyl)pyrimido[5,4-d]pyrimidin-4-amine

Conditions

Conditions	Yield
Stage #1: [2-fluoro-4-(methylthio)phenyl]amine; 2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine In tetrahydrofuran; water at 0 - 20℃; for 1h; Stage #2: With 3-chloro-benzenecarboperoxoic acid In tetrahydrofuran; dichloromethane; water at 0 - 20℃;	77%

: 35161-70-7
N-methylhexanamine

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 2,6-dichloro-4,8-bis(N-methylhexylamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
In chloroform cooling;	76%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 2516-47-4
cyclopropanemethylamine

: 2,6-dichloro-N4,N8-bis-cyclopropylmethyl-pyrimido[5,4-d]pyrimidine-4,8-diamine

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 3h;	76%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 13174-24-8
N-benzyl-N-(3,4-dimethoxybenzyl)amine

: 774539-01-4
2,6-dichloro-4,8-di-(N-benzyl-N-3',4'-dimethoxybenzylamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃;	74%
With potassium carbonate In tetrahydrofuran at 25℃; for 1h; Substitution;

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 111-42-2
2,2'-iminobis[ethanol]

: 68030-10-4
2,6-dichloro-4,8-bis-(diethanoloamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
In tetrahydrofuran at 25℃;	74%

: 63069-50-1
4-cyano-2-fluoroaniline

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 3-fluoro-4-((2,6,8-trichloropyrimido[5,4-d]pyrimidin-4-yl)amino)benzonitrile

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 1h;	74%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 100-46-9
benzylamine

: 419574-99-5
4-benzylamino-2,6,8-trichloropyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran for 0.166667h;	72%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 103-67-3
benzyl-methyl-amine

: 213840-37-0
2,6-dichloro-4,8-di-(N-benzyl-N-methylamino)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃;	72%

: 32980-71-5
2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine

: 100-79-8
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

: 2,6-dichloro-4,8-bis([R,S]2,2'-dimethyl-1',3'-dioxolane-4'-methoxy)pyrimido[5,4-d]pyrimidine

Conditions

Conditions	Yield
Stage #1: (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol With sodium hydride In tetrahydrofuran at 50 - 60℃; for 0.166667h; Stage #2: 2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine In tetrahydrofuran for 0.5h;	72%

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.

Product Name

2,4,6,8-TETRACHLOROPYRIMIDO[5,4-D]PYRIMIDINE

Synthetic route

Tetrachloropyrimido(5,4-d)pyrimidine Chemical Properties

Tetrachloropyrimido(5,4-d)pyrimidine Safety Profile

Related Products

Hot Products