the mechanism for when salicylic acid reacts with p-toluidine. here's what was done for the experiment, i need the mechanism for this reaction

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Draw the mechanism for when salicylic acid reacts with p-toluidine. here's what was done for the experiment, i need the mechanism for this reaction 

Lotte
p-Toluidides and Anilides: Heat a mixture of the acid (200 mg) and thionyl chloride
(1 mL) in a medium reaction tube for 30 min in a 50°C water bath. Cool the reaction
mixture in an ice bath, and add 0.5 g of aniline or p-toluidine in 4 mL of toluene
dropwise. Warm the mixture on the water bath for 2 min and wash with 1-mL portions
of water, 5% hydrochloric acid, 5% sodium hydroxide, and water. Pipette out the organic
(top) layer into a clean test tube after each washing step. The toluene is dried briefly
over anhydrous calcium chloride pellets and evaporated in the hood; the derivative is
recrystallized from water or ethanol-water.
plano
Transcribed Image Text:Lotte p-Toluidides and Anilides: Heat a mixture of the acid (200 mg) and thionyl chloride (1 mL) in a medium reaction tube for 30 min in a 50°C water bath. Cool the reaction mixture in an ice bath, and add 0.5 g of aniline or p-toluidine in 4 mL of toluene dropwise. Warm the mixture on the water bath for 2 min and wash with 1-mL portions of water, 5% hydrochloric acid, 5% sodium hydroxide, and water. Pipette out the organic (top) layer into a clean test tube after each washing step. The toluene is dried briefly over anhydrous calcium chloride pellets and evaporated in the hood; the derivative is recrystallized from water or ethanol-water. plano
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