58488-37-2

Basic information

• Product Name: 2-(1,3-benzodithiol-2-yl)-3-methylindole
• Synonyms: 2-(1,3-benzodithiol-2-yl)-3-methylindole
• CAS NO: 58488-37-2
• Molecular Weight: 283.418
• Mol File: 58488-37-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(1,3-benzodithiol-2-yl)-3-methylindole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1,3-benzodithiol-2-yl)-3-methylindole(58488-37-2)
• EPA Substance Registry System: 2-(1,3-benzodithiol-2-yl)-3-methylindole(58488-37-2)

Safety Data

• Hazardous Substances Data: 58488-37-2(Hazardous Substances Data)

Upstream product

• 83-34-1 3-Methylindole 
• 55315-56-5 2-(3-methylbutoxy)-1,3-benzodithiole 

Relevant articles and documents

Heterofulvalenes. II. Synthesis and Reaction of 2,3 : 7,8-Dibenzo-1,4-dithia-6-azafulvalene

Reaction of 2-isopentyloxy-1,3-benzodithiole with indole in acetic acid gave a 93percent yield of 3-(1,3-benzodithiol-2-yl)indole (4a) which was converted to 2-(3-indolyl)-1,3-benzodithiolylium tetrafluoroborate (5a) in a 77percent yield by treatment with trityl tetrafluoroborate. 5a was also prepared by reaction of indole with 2 molar amounts of 1,3-benzodithiolylium tetrafluoroborate.Treatment of 5a with triethylamine afforded the title compound 6a in 93percent yield. 6a was protonated, methylated, and benzoylated at its 6-position by tetrafluoroboric acid, methyl iodide, and benzoylchloride, respectively.Reaction of 6a with dimethyl acetylenedicarboxylate gave a 1,6-dipolar intermediate which was trapped as an adduct with ethanol. 6a was smoothly reduced by sodium borohydride to give its 5,6-dihydro derivative.