| Identification | More | [Name]
1,4-Dichlorophthalazine | [CAS]
4752-10-7 | [Synonyms]
1,4-DICHLOROPHTHALAZINE
1,4-Dichlorophtalazine | [EINECS(EC#)]
225-275-6 | [Molecular Formula]
C8H4Cl2N2 | [MDL Number]
MFCD00006909 | [Molecular Weight]
199.04 | [MOL File]
4752-10-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
160-162 °C (lit.) | [Boiling point ]
397.3±22.0 °C(Predicted) | [density ]
1.486±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Chloroform, Methanol | [form ]
Powder or Crystalline Powder | [pka]
-0.44±0.30(Predicted) | [color ]
White to yellow | [Water Solubility ]
Sparingly soluble in water.(0.26 g/L) (25°C), | [Sensitive ]
Moisture Sensitive | [InChI]
InChI=1S/C8H4Cl2N2/c9-7-5-3-1-2-4-6(5)8(10)12-11-7/h1-4H | [InChIKey]
ODCNAEMHGMYADO-UHFFFAOYSA-N | [SMILES]
C1(Cl)C2=C(C=CC=C2)C(Cl)=NN=1 | [CAS DataBase Reference]
4752-10-7(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
1,4-Dichlorophthalazine Oftens used building block in medicinal chemistry synthesis.1,2
| [Synthesis Reference(s)]
Canadian Journal of Chemistry, 43, p. 2708, 1965 DOI: 10.1139/v65-379 | [Synthesis]
General procedure for the synthesis of 1,4-dichlorophthalazine from phthaloyl hydrazine: phthaloyl hydrazine (1.68 g, 10 mmol) was added to a stirred solution of phosphoryl chloride (15 ml). The mixture was heated to 110°C and kept for 1 hour. After completion of the reaction (monitored by TLC), the reaction mixture was cooled to room temperature. The mixture was slowly added dropwise to crushed ice and stirred for 10 minutes. Subsequently, the mixture was filtered through a Brinell funnel. The filter cake was washed to neutrality with distilled water and dried in vacuum. 1,4-Dichlorophthalazine (1.85 g, 90.1% yield) was finally obtained as a white solid. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 4, p. 1236 - 1238
[2] European Journal of Medicinal Chemistry, 2014, vol. 85, p. 235 - 244
[3] Chemical Biology and Drug Design, 2013, vol. 81, # 5, p. 591 - 599
[4] New Journal of Chemistry, 2016, vol. 40, # 7, p. 6070 - 6076
[5] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 6, p. 1576 - 1579 |
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