Journal of the Korean Industrial and Engineering Chemistry, Vol.6, No.1, 55-60, February, 1995
(에톡시 카르보닐)페닐 아미노 메틸 페닐카르바민산 에틸에스테르 합성에 관한 연구
Synthesis of (Ethoxycarbonyl) Phenylaminomethyl Phenylcarbamic Acid Ethyl Esters
초록
에틸 페닐 카르바메이트와 포름알데히드의 축합에 의한 「(에톡시카르보닐)페닐아미노메틸」 페닐카르바민산 에틸 에스테르 (N-benzyl)의 합성에 있어서 촉매, 반응온도, 반응시간 등의 효과에 대해서 연구한 결과 황산, 트리플루오르아세트산, 염산 등의 루이스 산 존재하에서 3가지 이성체의 N-benzyl 화합물이 생성되었으며 반응시간의 증가 또는 산의 양이 증가함에 따라 N-benzyl 화합물의 생성이 증가하였다. N-benzyl 화합물의 생성은 50℃ 저온에서 효과적이었고 그 중에서도 트리플루오르아세트산이 거의 부산물이 생성되지 않고 N-benzyl 화합물의 축합에 효과적이었다.
Three isomers of 「(ethoxy carbonyl)phenylaminomethyl」 phenylcabamic acid ethy1 esters(N-benzyl compounds) were synthesized by condensation of ethylphenylcarbamate and formaldehyde in the presence of lewis acids such as sulfuric acid, trifluoroacetic acid, and hydrochloric acid. The effect of catalysts reaction temperatures, and reaction times were studied for the synthesis of N-benzyl compounds. As the amount of the acid was increased or the reaction times were increased, the amount of N-benzyl compounds were increased accordingly. Trifluroacetic acid and low temperature(50℃) was quite effective in producing N-benzyl compounds without producing any by-products.
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