74204-92-5

Basic information

• Product Name: 3-methyl-1-phenyl-1,4,5,6-tetrahydropyridazine
• Synonyms: 3-methyl-1-phenyl-1,4,5,6-tetrahydropyridazine
• CAS NO: 74204-92-5
• Molecular Weight: 174.246
• Mol File: 74204-92-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-methyl-1-phenyl-1,4,5,6-tetrahydropyridazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-1-phenyl-1,4,5,6-tetrahydropyridazine(74204-92-5)
• EPA Substance Registry System: 3-methyl-1-phenyl-1,4,5,6-tetrahydropyridazine(74204-92-5)

Safety Data

• Hazardous Substances Data: 74204-92-5(Hazardous Substances Data)

Upstream product

• 5891-21-4 5-chloro-2-pentanone 
• 100-63-0 phenylhydrazine 
• 768-60-5 4-methoxyphenylacetylen 
• 765-43-5 Cyclopropyl methyl ketone 
• 59-88-1 phenylhydrazine hydrochloride 
• 39998-48-6 1-phenyl-3-methylhexahydropyridazine 

Downstream Products

• 6220-79-7 4-phenylamino-butan-2-one 
• 137117-02-3 4-acetyl-1,2,3,4-tetrahydroquinoline 
• 137117-03-4 4-(4-acetyl-1,2,3,4-tetrahydroquinolin-1-yl)butan-2-one 

Relevant articles and documents

Synthesis of 1-Aza-6,7-dehydrotropanes via Copper(I)-Catalyzed Coupling of 5-Chloropentan-2-one with Hydrazines and Terminal Alkynes

A one-pot, three-component, Cu(I)-catalyzed coupling of primary hydrazines, 5-chloropentan-2-one, and terminal alkynes was developed. The resulting 1-aza-6,7-dehydrotropanes compose a new class of substances while related 1-azatropanes are scarcely described in literature and closely resemble tropane alkaloids. Hydrogenation of the double bond in 1-aza-6,7-dehydrotropanes triggered a rearrangement, involving a [1,3]-hydride shift, forming cyclic hydrazones.

The rearrangement of cyclopropylketone arylhydrazones. Synthesis of tryptamines and tetrahydropyridazines

The cyclopropyliminium rearrangement of cyclopropylketone arylhydrazones may result in two possible products. The first one forms via cyclopropane ring-opening and ring-closure to give six-membered tetrahydropyridazines. The second is formed via ring-closure resulting in a five-membered ring and subsequent Grandberg rearrangement into a tryptamine. The product ratio depends on the nature of the starting hydrazones.

CYCLIZATION OF 1-THIOCARBAMOYL-2-PHENYLPYRAZOLIDINES

Thiocarbamoyl derivatives of N-phenylpyrazolines are converted under the influence of acidic agents to mixture of tetrahydropyrimidobenzothiazoles and 2-imino-3-aminoalkylbenzothiazoles and not only to tetrahydropyrimidobenzothiazoles, as previousl