210626-06-5

Basic information

• Product Name: 1H-3-iodo-4-(4-methylbenzylthio)-6-methylbenzothiopyran
• Synonyms: 1H-3-iodo-4-(4-methylbenzylthio)-6-methylbenzothiopyran
• CAS NO: 210626-06-5
• Molecular Weight: 424.369
• Mol File: 210626-06-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-3-iodo-4-(4-methylbenzylthio)-6-methylbenzothiopyran(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-3-iodo-4-(4-methylbenzylthio)-6-methylbenzothiopyran(210626-06-5)
• EPA Substance Registry System: 1H-3-iodo-4-(4-methylbenzylthio)-6-methylbenzothiopyran(210626-06-5)

Safety Data

• Hazardous Substances Data: 210626-06-5(Hazardous Substances Data)

Upstream product

• 104-82-5 4-Methylbenzyl chloride 
• 18991-39-4 p-methylbenzyl thiocyanate 
• 210625-99-3 bis(4-methylbenzylthio)acetylene 

Relevant articles and documents

Versatile route to functionalized 1H-2-benzothiopyrans and 1H-2- naphthothiopyrans by electrophilic cyclization of Bis(arylmethylthio)acetylenes: 2-Benzo- and 2-naphthothiopyrylium salts

Substituted 1H-2-benzothiopyrans find applications as pharmaceutically active compounds or synthons for more complex sulfur heterocycles. However, restricted variability in their synthesis limits the application for research or industrial purposes. To develop a direct and fast route to substituted and functionalized 1H-2-benzothiopyrans, we investigated the ring closure of symmetrical bis(arylmethylthio)acetylenes with iodine monochloride or bromine. This facile reaction yielded 1H-3-halo-4-arylmethylthio-2-benzo- and 2-naphthothiopyrans via postulated vinyl cations in yields of 47-86%. Substituted 2-benzo- and 2-naphthothiopyrylium salts were prepared by hydride abstraction with triphenylcarbenium tetrafluoroborate from the products, further enhancing the synthetic potential of the found cyclization reaction.