Reactions of Acetotoluides with Chloral

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  • アセトトルイドとクロラールの反応
  • アセトトルイド ト クロラール ノ ハンノウ

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Treatment of o-, m-, and p-acetotoluide and chloral with concsulfuric acid was found to give several products. Compounds isolated were 2-methyl-5- (1, 2, 2, 2-tetrachloroethyl) acetanilide (11), 3-acetamido-p-tolualdehyde (12) and 6, 6'-dimethy1-3, 3'-dichlorovinylidene-diacetanilide (13) from the reaction of o-acetotoluide with chloral. 3-Methyl-4- (1, 2, 2, 2-tetrachloroethyl) acetanilide (15), 4- (1-hydroxy-2, 2, 2-trichloroethyl) -3-methyl acetanilide (16) and an unidentified compound (17) were isolated from the eraction of m-acetotoluide. And then 4-methyl-3- (1, 2, 2, 2-tetrachloroethyl) acetanilide (3), an unidentified compound (18), 4-methyl-3- (2, 2, 2-trichloro-1-hydroxy ethyl) acetanilide (19), 5-acetamido-o-tolualdehyde (4) and α- (5-acetamido-o-tolyl) -α-chloroacetic acid (20) were isolated from the reaction products of p-acetotoluide. The structures of these compounds were established mainly by the spectroscopic studies and the process for the formation of these compounds was illustrated in Chart 1.

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