139059-47-5

Basic information

• Product Name: 2H-Pyran-2-one, tetrahydro-3-(phenylmethyl)-, dimethylhydrazone, (Z)-
• CAS NO: 139059-47-5
• Molecular Formula: C14H20N2O
• Molecular Weight: 232.326
• Mol File: 139059-47-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2H-Pyran-2-one, tetrahydro-3-(phenylmethyl)-, dimethylhydrazone, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2-one, tetrahydro-3-(phenylmethyl)-, dimethylhydrazone, (Z)-(139059-47-5)
• EPA Substance Registry System: 2H-Pyran-2-one, tetrahydro-3-(phenylmethyl)-, dimethylhydrazone, (Z)-(139059-47-5)

Safety Data

• Hazardous Substances Data: 139059-47-5(Hazardous Substances Data)

Upstream product

• 1468-27-5 N-tetrahydropyran-2-ylidene-toluene-4-sulfonamide 
• 100-39-0 benzyl bromide 
• 101305-99-1 tetrahydro-2H-pyran-2-one N,N-dimethylhydrazone 

Relevant articles and documents

Synthesis of N,N-Disubstituted Lactone Hydrazones via (Sulfonylimino)-ethers

The dihydropyran 3 reacts with sulfonyl azides to give the known (sulfonylimino)-ethers (=lactone sulfonylimines) 4 and 18.Reaction of 4 with NH2NH2*H2O leads to the aminotriazole-dibutanol 5, characterized as its tetraacetate 8, and not, as previously claimed, to 6 or 7.Similarly, the dihydrofuran-derived (tosylimino)-ether 10 yields structure 11.The structure of 5 was established by X-ray analysis, and a mechanism for its formation is proposed.Reaction of 4 with NH2NMe2 afforded the lactone hydrazone 16 and the hydrazidine 17.Catalysis by imidazole suppressed the formation of 17.Similarly, the imine 18 yielded 16, and, by reaction with NH2N(Me)Ph or 4-amino-4H-1,2,4-triazole, the lactone hydrazone 19 and the adduct 20, respectively.The 1,4-lactone hydrazone 21 was obtained from 10 or from 22.The structure of 20 was established by X-ray analysis.Treatment of 16 with BuLi followed by BnBr yielded the α-alkylated lactone hydrazone.