Tributylamine → HCID 178502897, compound

Participants

Reaction Steps

To an ice cold solution of 5-mercapto-1H-tetrazole-1-acetic acid (160 mg) in acetonitrile (3.2 ml) are added tri-n-butylamine (476 μl) and phosphorus oxychloride (183 μl). After 80 minutes' stirring, a solution of methoxyamine hydrochloride (167 mg) and tri-n-butylamine (476 μl) in hexamethylphosphorotriamide is added to the above solution. After another 1 hour's stirring at 0° C., the mixture is extracted with 5% aqueous sodium hydrogen carbonate (40 ml). The extract solution is washed with ethyl acetate, acidified with concentrated hydrochloric acid to pH 2.5, saturated with sodium chloride and extracted with methyl ethyl ketone. The extract is dried over magnesium sulfate and concentrated to give 5-mercapto-1H-tetrazole-1-acetohydroxamic acid methyl ester (134 mg). mp. 165°-167° C. (decomp.).

Provenance & Evidence