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6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE

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CAS:923595-49-7
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CAS:923595-49-7
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CAS:923595-49-7
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6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE manufacturers
6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE Basic information
Product Name:6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE
Synonyms:6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE;6-Chloro-3-iodoimidazo[1,2-a]pyridazine;Imidazo[1,2-b]pyridazine, 6-chloro-3-iodo-;6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE ISO 9001：2015 REACH;6-Chloro-3-iodoimidazo[1,2-a]pyridazine
CAS:923595-49-7
MF:C6H3ClIN3
MW:279.47
EINECS:200-001-2
Product Categories:
Mol File:923595-49-7.mol
6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE Structure
6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE Chemical Properties
density 2.34
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form solid
pka1.03±0.30(Predicted)
AppearanceLight yellow to yellow Solid
InChIInChI=1S/C6H3ClIN3/c7-4-1-2-6-9-3-5(8)11(6)10-4/h1-3H
InChIKeyIWHCPHZAMFSDFM-UHFFFAOYSA-N
SMILESC12=NC=C(I)N1N=C(Cl)C=C2
Safety Information
Hazard Codes Xi
Risk Statements 43
Safety Statements 36/37
WGK Germany WGK 3
Storage Class11 - Combustible Solids
Hazard ClassificationsSkin Sens. 1
MSDS Information
6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE Usage And Synthesis
Synthesis
6-Chloroimidazo[2,1-f]pyridazine

6775-78-6

6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE

923595-49-7

The general procedure for the synthesis of 6-chloro-3-iodoimidazo[1,2-b]pyridazine using 6-chloroimidazo[1,2-b]pyridazine as starting material was as follows: 6-chloroimidazo[1,2-b]pyridazine (2.0 g, 13.0 mmol, 1.0 equiv) was dissolved in chloroform (20 mL) at room temperature. Subsequently, iodosuccinimide (2.9 g, 13.0 mmol, 1.0 eq.) was added to this solution and the reaction mixture was vigorously stirred overnight at room temperature. After completion of the reaction, the mixture was diluted with water and extracted with ethyl acetate. The extract was purified by column chromatography, resulting in 3.3 g of yellow solid product in 90% yield. The structure of the product was confirmed by 1H NMR: δ 8.21 (d, J = 7.6 Hz, 1H), 7.96 (s, 1H), 7.41 (d, J = 7.6 Hz, 1H).

References[1] Patent: US2014/256733, 2014, A1. Location in patent: Page/Page column 0227; 0230-0231
[2] MedChemComm, 2018, vol. 9, # 10, p. 1733 - 1745
[3] Patent: EP2818471, 2014, A1. Location in patent: Paragraph 0120; 0121
[4] Patent: WO2013/34048, 2013, A1. Location in patent: Page/Page column 77; 78
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2789 - 2798
6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE Preparation Products And Raw materials
Raw materials6-Chloroimidazo[2,1-f]pyridazine-->N-Iodosuccinimide-->Chloroform
Preparation Products4-{6-Chloroimidazo[1,2-b]pyridazin-3-yl}benzonitrile
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