Hydrochloric Acid → HCID 21081843, compound

HRID 346511

Reaction equation

HRID 346511 reaction equation
[NH:1]([C:3]1[N:8]=[N:7][C:6]([N:9]([CH3:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1)[NH2:2].[Cl:17][C:18]1[N:23]=[C:22]([C:24](O)=[O:25])[CH:21]=[CH:20][CH:19]=1.Cl>C(Cl)Cl>[Cl:17][C:18]1[N:23]=[C:22]([C:24]([NH:2][NH:1][C:3]2[N:8]=[N:7][C:6]([N:9]([CH3:16])[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:5][CH:4]=2)=[O:25])[CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 208126-Chloropicolinic acidHCID 210818446-hydrazino-N-methyl-N-phenylpyridazine-3-amine

Product 1

HCID 21081843HCID 21081843, compoundYield 30.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6-hydrazino-N-methyl-N-phenylpyridazine-3-amine (1.14 g) in methylene chloride (10 ml), 6-chloropicolic acid (0.83 g) and WSCD hydrochloride (1.22 g) were added, and the mixture was stirred at room temperature overnight. The reaction solution was purified by silica gel column chromatography (eluent: chloroform) to obtain 6-chloro-N′-{6-[methyl(phenyl)amino]pyridazin-3-yl}pyridine-2-carbohydrazide (0.57 g). This compound (0.56 g) was stirred at 150° C. overnight in xylene (20 ml), and the reaction solution was concentrated to obtain 3-(chloropyridin-2-yl)-N-methyl-N-phenyl-1,2,4-triazolo[4,3-b]pyridazine-6-amine (0.54 g) as colorless solids.

Workup

  1. customThe reaction solution was purified by silica gel column chromatography (eluent: chloroform)

Sources & evidence

ORD record
ord-0d15d04f87134a0ea1bdf49eb3d5b4f2
Source dataset
uspto-grants-2007_02
Patent number
US07173033B2

Linked notes

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