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| | 1,4-DICHLOROPYRIDO[4,3-D]PYRIDAZINE Basic information | | Uses |
| Product Name: | 1,4-DICHLOROPYRIDO[4,3-D]PYRIDAZINE | | Synonyms: | 1,4-DICHLOROPYRIDO[4,3-D]PYRIDAZINE;3-d]pyridazine;4-dichloropyrido[4;1,4-dichloropyrido[3,4-d]pyridazine;Pyrido[3,4-d]pyridazine, 1,4-dichloro-;1,4-DICHLOROPYRIDO[4,3-D]PYRIDAZINE 14490-19-8;1,4-DICHLOROPYRIDO[4,3-D]PYRIDAZINE ISO 9001：2015 REACH;1,4-Dichloropyrrolo[4,3-d]pyridazine | | CAS: | 14490-19-8 | | MF: | C7H3Cl2N3 | | MW: | 200.02 | | EINECS: | 200-001-2 | | Product Categories: | CHIRAL CHEMICALS | | Mol File: | 14490-19-8.mol | ![1,4-DICHLOROPYRIDO[4,3-D]PYRIDAZINE Structure](CAS/GIF/14490-19-8.gif) |
| | 1,4-DICHLOROPYRIDO[4,3-D]PYRIDAZINE Chemical Properties |
| Melting point | 159 °C | | Boiling point | 440.8±40.0 °C(Predicted) | | density | 1.573±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | form | solid | | pka | 1.19±0.30(Predicted) | | color | Pale yellow | | InChI | InChI=1S/C7H3Cl2N3/c8-6-4-1-2-10-3-5(4)7(9)12-11-6/h1-3H | | InChIKey | LMVNXZZDBBSCSG-UHFFFAOYSA-N | | SMILES | C1(Cl)=NN=C(Cl)C2=CC=NC=C12 |
| | 1,4-DICHLOROPYRIDO[4,3-D]PYRIDAZINE Usage And Synthesis |
| Uses | 1,4-Dichloropyrido[4,3-d]pyridazine is a useful research chemical. | | Synthesis | General procedure for the synthesis of 1,4-dichloropyrido[4,3-D]pyridazine from 1,4-dihydroxypyrido[4,3-D]pyridazine: pyrido[3,4-d]pyridazine-1,4-diol (1.83 g, 11.2 mmol) and phosphorus trichloride (8.4 mL, 89.7 mmol) were added to a round bottomed flask. N,N-diisopropylethylamine (DIPEA, 2.0 mL, 11.2 mmol) was slowly added to the reaction system. The resulting suspension was heated and refluxed at 100 °C for 1 h. The reaction solution was gradually transformed into a brown solution. Upon completion of the reaction, the excess phosphorus trichloride was removed by rotary evaporator. The residue was dissolved in dichloromethane (DCM) and added slowly and dropwise to a mixed system of ice-water mixture and saturated aqueous sodium bicarbonate (NaHCO3). The saturated NaHCO3 solution was continued to be added dropwise until the aqueous phase was neutral. The organic and aqueous phases were separated and the aqueous phase was further extracted with dichloromethane (500 mL). The organic phases were combined, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to afford the target product 1,4-dichloropyrido[3,4-d]pyridazine (1.74 g, 8.7 mmol, 78% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 9.78 (d, J = 0.9 Hz, 1H), 9.27 (d, J = 5.7 Hz, 1H), 8.09 (dd, J = 5.7 Hz, 0.9 Hz, 1H). Mass spectrometry analysis (Method 2): retention time (RT) 1.16 min, electrospray positive ionization mode (ES+) m/z 209.0 [M + H]+. | | References | [1] Patent: WO2015/1348, 2015, A1. Location in patent: Paragraph 00183
[2] Patent: WO2014/191737, 2014, A1. Location in patent: Paragraph 00234
[3] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 15, p. 4607 - 4610
[4] Patent: WO2009/35568, 2009, A1. Location in patent: Page/Page column 41
[5] Patent: WO2009/35568, 2009, A1. Location in patent: Page/Page column 40-41 |
| | 1,4-DICHLOROPYRIDO[4,3-D]PYRIDAZINE Preparation Products And Raw materials |
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