Triethylamine → HCID 178481074, compound

Temperature

-15 °C

To a solution of 1-carboxymethyl-1H-tetrazole-5-thiol (3.2 g) in dry acetone (60 ml) was added triethyl amine (4.2 g). After the addition of a solution of pivaloyl chloride (4.8 g) in dry acetone (10 ml) with stirring at -15° C. over a period of 5 minutes, the mixture was stirred for one hour and 15 minutes at the same temperature. A solution of 1-methylpiperazine (4.0 g) in dry acetone (10 ml) was dropwise added over a period of 5 minutes and the resulting mixture was stirred at -15° C. for 40 minutes and under ice-cooling for a further 2.5 hours. After the evaporation of the reaction mixture under reduced pressure, water was added to the residue, 4 N aqueous solution of sodium hydroxide was added until the crystals were dissolved. The resulting solution was evaporated under reduced pressure and the residue was crystallized from water to give 1-(4-methyl-1-piperazinyl) carbonylmethyl-1H-tetrazole-5 -thiol (2.2 g). mp>250° C.

1. stirringthe mixture was stirred for one hour and 15 minutes at the same temperature
2. stirringthe resulting mixture was stirred at -15° C. for 40 minutes and under ice-
3. temperaturecooling for a further 2.5 hours
4. customAfter the evaporation of the reaction mixture under reduced pressure, water
5. additionwas added to the residue, 4 N aqueous solution of sodium hydroxide
6. additionwas added until the crystals
7. dissolutionwere dissolved
8. customThe resulting solution was evaporated under reduced pressure
9. customthe residue was crystallized from water

ORD record

ord-2b452933f46f4697808b668bed22937e

Source dataset

uspto-grants-1984_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04443443