Oxalyl chloride → HCID 131732454, compound

Participants

Reaction Conditions

Reaction Steps

400 mg (1.15 mmol) of 2-chloro-4-(methylsulfonyl)-3-{[(prop-2-yn-1-yloxy)imino]methyl}benzoic acid and 171.60 mg (1.44 mmol) of 1-ethyl-1H-tetrazole-5-amine were dissolved in 4 ml of pyridine, and 10 mg of 4-dimethylaminopyridine and a drop of DMF were added. At RT, 186.65 mg (1.441 mmol) of oxalyl chloride were then added dropwise, and the mixture was stirred at 70° C. for 3 h. 0.5 ml of water was then added to the reaction, which had once more been cooled, and the mixture was stirred for about 30 min, acidified with a saturated KHSO4 solution and extracted three times with in each case 100 ml of ethyl acetate. The combined organic phases were washed once with 20 ml of a saturated NaHCO3 solution, dried over MgSO4, filtered off and concentrated. Yield: 351.60 mg (67%) as an orange solid.

Provenance & Evidence