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4-iodo-N-methylbenzamide synthesis

5synthesis methods
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Yield:89976-43-2 85%

Reaction Conditions:

Stage #1: 4-iodobenzoic acidwith thionyl chloride in benzene; for 5 - 6 h;Heating / reflux;
Stage #2: methylaminewith sodium hydroxide in water; for 0.5 h;

Steps:

2.d

2d) 4-iodo-N-methylbenzenamide 41.2 g (0.166 mole) of 4-iodobenzoic acid was put in a flask, 28 ml of redistilled thionyl chloride and 30 ml of benzene was added, and mixture was heated gently for 5-6 hr. than SOCl2 and toluene was removed by the way of distillation. Hot residue was added with stirring to the mixture of a 10% aqueous sodium hydroxide, containing 7 g NaOH and 62 ml of 20% aqueous methylamine. The solution was stirred for 30 min, than it was cooled down with ice and the product was collected by filtration, washed with water, dried and crystallized from a water/ethanol (1:1). Yield 85 %.

References:

EP2020404,2009,A1 Location in patent:Page/Page column 36