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5466-43-3

5466-43-3 Structure

5466-43-3 Structure
IdentificationBack Directory
[Name]

2,4-DICHLORO-6,7-DIHYDRO-5H-CYCLOPENTAPYRIMIDINE
[CAS]

5466-43-3
[Synonyms]

EOS-60937
4-dichloro-6
7-dihydro-5H-cyclopenta[d]pyriMidine
2,4-Dichloro-5,6-trimethylenepyrimidine
2,4-Dichloro-5H,6H,7H-cyclopenta[d]pyrimidine
2,4-DICHLORO-6,7-DIHYDRO-5H-CYCLOPENTAPYRIMIDINE
5H-Cyclopentapyrimidine, 2,4-dichloro-6,7-dihydro-
2,4-dichloro-6,7-dihydro-1H-cyclopenta[d]pyrimidine
2,4-dichloro-6,7-dihydro-5H-cyclopenta[d][1,3]chlorazine
2,4-DICHLORO-6,7-DIHYDRO-5H-CYCLOPENTAPYRIMIDINE ISO 9001:2015 REACH
[Molecular Formula]

C7H6Cl2N2
[MDL Number]

MFCD09750204
[MOL File]

5466-43-3.mol
[Molecular Weight]

189.04
Chemical PropertiesBack Directory
[Melting point ]

70-72℃
[Boiling point ]

307℃
[density ]

1.466
[Fp ]

168℃
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

solid
[pka]

-1.78±0.20(Predicted)
[Appearance]

Off-white to light yellow Solid
[InChI]

1S/C7H6Cl2N2/c8-6-4-2-1-3-5(4)10-7(9)11-6/h1-3H2
[InChIKey]

GDHHAOFBLGZCMI-UHFFFAOYSA-N
[SMILES]

Clc1nc(Cl)c2CCCc2n1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H319
[Precautionary statements ]

P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
[Hazard Codes ]

Xn
[Risk Statements ]

22-36
[Safety Statements ]

26
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

2933599590
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Spectrum DetailBack Directory
[Spectrum Detail]

2,4-DICHLORO-6,7-DIHYDRO-5H-CYCLOPENTAPYRIMIDINE(5466-43-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diol

5466-00-2

2,4-DICHLORO-6,7-DIHYDRO-5H-CYCLOPENTAPYRIMIDINE

5466-43-3

General procedure for the synthesis of 2,4-dichloro-5,6-trimethylpyrimidine from 6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione: 6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione (0.3 g, 1.97 mmol) was suspended in phosphorochloridic acid (5 ml) and heated to reflux overnight. Upon completion of the reaction, the reaction mixture was cooled to room temperature followed by slow addition of water under ice bath conditions. The precipitated product was collected by filtration and dried to give 2,4-dichloro-5,6-trimethylpyrimidine as a yellow solid. Yield: 92%. 1H NMR (DMSO-d6, 300 MHz): δ 3.13 (t, 2H, cyclopentyl-CH2), 3.00 (t, 2H, cyclopentyl-CH2), 2.23 (m, 2H, cyclopentyl-CH2).

[References]

[1] European Journal of Medicinal Chemistry, 1980, vol. 15, # 4, p. 317 - 322
[2] European Journal of Medicinal Chemistry, 2015, vol. 92, p. 246 - 256
[3] Patent: US2010/144731, 2010, A1. Location in patent: Page/Page column 22
[4] Patent: US2007/281949, 2007, A1. Location in patent: Page/Page column 93-94
[5] Patent: US2014/179668, 2014, A1. Location in patent: Paragraph 0829
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