Hydrochloric Acid → HCID 178423709, compound

First, 26.9 mmol of 2-cyano-4′-methyl-1,1′-biphenyl was dissolved in 150 ml of ethanol, and 53.9 mmol of triethylamine and 105 mmol of hydrogen sulfide were added to the solution at room temperature, followed by adding 134.5 mmol of anhydrous hydrazine and keeping at the reflux temperature for 48 hours. The reaction mixture was warmed. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in 100 ml of ethanol added thereto, and 108 mmol of sodium nitrite and 100 ml of concentrated hydrochloric acid was added at 0C. After keeping at 0-5° C. for 2 hours, the reaction mixture was extracted with ethyl acetate to give 2-(tetrazol-5-yl)-4′-methyl-1,1′-biphenyl. Yield, 52%

1. temperatureThe reaction mixture was warmed
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. dissolutionThe residue was dissolved in 100 ml of ethanol
4. additionadded
5. waitAfter keeping at 0-5° C. for 2 hours
6. extractionthe reaction mixture was extracted with ethyl acetate

ORD record

ord-a5647feb26354297b20d388bb5196459

Source dataset

uspto-grants-2001_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06191289B1