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2,6-Dichloropurine

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Name

2,6-Dichloropurine

EINECS 226-681-6
CAS No. 5451-40-1 Density 1.792 g/cm3
PSA 54.46000 LogP 1.65970
Solubility soluble in water Melting Point 184-186 °C
Formula C5H2Cl2N4 Boiling Point 405.4 °C at 760 mmHg
Molecular Weight 189.004 Flash Point 231.3 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 22-24/25-37/39-26-36 Risk Codes 36/37/38-22
Molecular Structure Molecular Structure of 5451-40-1 (2,6-Dichloropurine) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

Purine, 2,6-dichloro-;2,6-Dichloro-1H-purine;2,6-Dichloro purine 98%;2,6-Dichloropurine 99%;Purine, 2,6-dichloro- (VAN) (8CI);2,6-dichloro-5H-purine;1H-Purine, 2,6-dichloro-;2,6-dichloro-9H-purine;9H-purine, 2,6-dichloro-;1H-Purine, 2,6-dichloro- (9CI);

Article Data 33

2,6-Dichloropurine Synthetic route

69-89-6

2,6-dihydroxypurine

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
With pyridine; trichlorophosphate at 180℃; under 150.015 - 900.09 Torr; for 3h; Neat (no solvent);88%
69-89-6

xanthine

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate for 16h; Reflux;62%
With pyrophosphoryl chloride sealed tube, 1) 175 deg C, 7h 2) 150 deg C, 13h;42%
With pyrophosphoryl chloride 1) 175 deg C, 7 h, 2) 150 deg C, 13 h;42%
10310-21-1

2-Amino-6-chloropurin

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride; sodium nitrite In water at -5 - 5℃; for 1h;54%
Stage #1: 2-Amino-6-chloropurin With hydrogenchloride; zinc(II) chloride at 10℃;
Stage #2: With sodium nitrite at -5 - 0℃; for 0.5h;
47%
With hydrogenchloride; copper(l) chloride; sodium nitrite In water at 0 - 5℃;16.4%
65996-50-1

2,4-Dioxo-1,2,3,4-tetrahydropyrrolo<3,2-d>pyrimidine

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate at 105℃; for 6h; Reagent/catalyst; Inert atmosphere; Reflux;47%
5167-14-6

hypoxanthine 1-N-oxide

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
With triethylamine; trichlorophosphate for 3h; Heating;39.9%
10310-21-1

2-amino-6-chloropurine

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride; sodium nitrite In water at -5℃; for 0.5h;39%
700-02-7

adenine 1-oxide

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 66.2 percent / aq. NaNO2, aq. HOAc / H2O / 2 h / 70 - 80 °C
2: 39.9 percent / POCl3, NEt3 / 3 h / Heating
View Scheme
10310-21-1

2-Amino-6-chloropurin

110-46-3

isopentyl nitrite

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
With thionyl chloride; acetic anhydride; lithium chloride In N,N-dimethyl acetamide

N2,9-diacetylguanine

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trichlorophosphate
2: water; sodium hydroxide
3: hydrogenchloride; copper(l) chloride; sodium nitrite / water / 0 - 5 °C
View Scheme
97965-44-1

2-acetamido-9-acetyl-6-chloropurine

5451-40-1

2,6 dichloropurine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; sodium hydroxide
2: hydrogenchloride; copper(l) chloride; sodium nitrite / water / 0 - 5 °C
View Scheme

2,6-Dichloropurine Specification

The 2,6-Dichloropurine, with the CAS registry number 5451-40-1, is also known as 1H-Purine, 2,6-dichloro- (9CI). It belongs to the product categories of Fine Chemical & Intermediates; Starting Raw Materials & Intermediates; Heterocycles; Pyridines, Pyrimidines, Purines and Pteredines; Halides; Purine; Nucleotides and Nucleosides; Purines; Biochemistry; Nucleobases and their analogs; Nucleosides, Nucleotides & Related Reagents; Nucleic acids; Bases & Related Reagents; Nucleotides; Fused Ring Systems; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; PurinesHeterocyclic Building Blocks. Its EINECS registry number is 226-681-6. This chemical's molecular formula is C5H2Cl2N4 and molecular weight is 189.00218. Its IUPAC name is called 2,6-dichloro-7H-purine. What's more, this chemical can be used as anti-tumor, antiviral drug intermediates.

Physical properties of 2,6-Dichloropurine: (1)ACD/LogP: 1.10; (2)ACD/LogD (pH 5.5): 1.09; (3)ACD/LogD (pH 7.4): 0.62; (4)ACD/BCF (pH 5.5): 3.92; (5)ACD/BCF (pH 7.4): 1.35; (6)ACD/KOC (pH 5.5): 91.91; (7)ACD/KOC (pH 7.4): 31.62; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)Index of Refraction: 1.741; (11)Molar Refractivity: 42.59 cm3; (12)Molar Volume: 105.4 cm3; (13)Surface Tension: 90.1 dyne/cm; (14)Density: 1.792 g/cm3; (15)Flash Point: 231.3 °C; (16)Enthalpy of Vaporization: 63.14 kJ/mol; (17)Boiling Point: 405.4 °C at 760 mmHg; (18)Vapour Pressure: 2.07E-06 mmHg at 25°C.

Preparation of 2,6-Dichloropurine: this chemical can be prepared by 3,7(9)-dihydro-purine-2,6-dithione. This reaction will need reagents HCl gas, Cl2 and solvent methanol. The reaction need the temperature of 0 - 13 °C. The yield is about 64%.

2,6-Dichloropurine can be prepared by 3,7(9)-dihydro-purine-2,6-dithione

Uses of 2,6-Dichloropurine: it can be used to produce 2,6-dichloro-9-tetrahydrofuran-2-yl-9H-purine with 2,3-dihydro-furan. The yield is about 88%.

2,6-Dichloropurine can be used to produce 2,6-dichloro-9-tetrahydrofuran-2-yl-9H-purine with 2,3-dihydro-furan

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=NC2=C(N1)C(=NC(=N2)Cl)Cl
(2)InChI: InChI=1S/C5H2Cl2N4/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H,8,9,10,11)
(3)InChIKey: RMFWVOLULURGJI-UHFFFAOYSA-N

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