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4,5-Pyridazinediamine(9CI)

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4,5-Pyridazinediamine(9CI) manufacturers

4,5-Pyridazinediamine(9CI) Basic information
Product Name:4,5-Pyridazinediamine(9CI)
Synonyms:4,5-Pyridazinediamine(9CI);4,5-Diamino-pyridazine;4,5-PyridazinediaMine;pyridazine-4,5-diaMine;4,5-Pyridazinediamine(9CI) ISO 9001:2015 REACH
CAS:28682-70-4
MF:C4H6N4
MW:110.12
EINECS:
Product Categories:VARIOUSAMINE
Mol File:28682-70-4.mol
4,5-Pyridazinediamine(9CI) Structure
4,5-Pyridazinediamine(9CI) Chemical Properties
Boiling point 412.5±25.0 °C(Predicted)
density 1.368±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka8.20±0.10(Predicted)
AppearanceBrown to black Solid
Safety Information
MSDS Information
4,5-Pyridazinediamine(9CI) Usage And Synthesis
Uses4,5-Diaminopyridazine is a reagent often aminated for its use in the synthesis of pharmaceuticals.
Synthesis Reference(s)Journal of Heterocyclic Chemistry, 25, p. 831, 1988 DOI: 10.1002/jhet.5570250326
Synthesis
3,6-DICHLORO-5-NITRO-4-PYRIDAZINAMINE

28682-68-0

4,5-Pyridazinediamine(9CI)

28682-70-4

General procedure for the synthesis of 4,5-diaminopyridazine from 3,6-dichloro-5-nitropyridazin-4-amine: 1. Pd/C (5%, 5 g) was added to a methanol (MeOH, 1000 ml) solution of intermediate 11 (17 g, 81.7 mmol, 1 equiv). 2. The reaction mixture was stirred at 25 °C under 50 psi hydrogen atmosphere overnight. 3. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad. 4. The solvent was evaporated under reduced pressure to give Intermediate 12 (15 g, 100% crude yield). Step 3: Synthesis of pyridazine-4,5-diamine (13) 1. potassium carbonate (22.6 g, 164 mmol, 2 eq.) was added to intermediate 12 (15 g, 82 mmol, 1 eq.) in a solvent mixture of methanol (MeOH, 150 ml) and dichloromethane (CH2Cl2, 150 ml). 2. The reaction mixture was stirred at room temperature overnight. 3. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to give Intermediate 13 (9 g, 95% yield).

References[1] Patent: WO2014/114776, 2014, A1. Location in patent: Page/Page column 25; 26
4,5-Pyridazinediamine(9CI) Preparation Products And Raw materials
Raw materials3,6-Dichloro-5-nitro-4-pyridazinamine-->Activated carbon-->Dichloromethane-->Hydrogen-->Potassium carbonate-->Palladium
Tag:4,5-Pyridazinediamine(9CI)(28682-70-4) Related Product Information
4,5-Pyridazinediamine(9CI) AURORA KA-6036 CBI-BB ZERO/004671 2-Amino-4-methoxy-6-methyl-1,3,5-triazine 4-Aminopyridazine N-Methylpyridazin-4-aMine