Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | HCID 178525857 | HCID 178525857 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 178481074 | HCID 178481074 | 45.4% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04443443 |
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| Source dataset | uspto-grants-1984_04 |
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| ORD ID | ord-2b452933f46f4697808b668bed22937e |
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| Source note | uspto-grants-1984_04 |
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