O-Methylhydroxylamine hydrochloride → HCID 178502897, compound

Participants

Reaction Conditions

Reaction Steps

To an ice cold and stirred solution of 5-mercapto-1H-tetrazole-1-acetic acid (9.6 g) in N,N-dimethylformamide (60 ml) is added N,N'-carbonyldiimidazole (11.6 g), and the mixture is stirred at 0° C. for 1 hour. To this mixture is added a solution of methoxyamine hydrochloride (11.6 g) in a mixture of N,N-dimethylformamide (45 ml) and 4.6 N-sodium methoxide methanol solution (28.5 ml) and the whole mixture is stirred under ice cooling for 1 hour. The reaction mixture is poured onto ice water and extracted with a mixture of ethyl acetate and methyl ethyl ketone (2:1). The extract solution is washed with water, dried and concentrated in vacuum. The residue is crystallized from a mixture of acetone and ether to give 5-mercapto-1H-tetrazole-1-acetohydroxamic acid methyl ester (7.73 g). mp. 175°-176° C. (decomp.).

Provenance & Evidence