YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
鎮痛剤の合成研究 (第1報)
N-(Dimethylaminoalkyl) aniline系化合物の合成
気賀沢 和雄菅原 宏柊木 峯治
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1963 年 83 巻 7 号 p. 689-695

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By the reaction of N, N-dimethyl-2-chloropropylamine (or N, N-1-trimethyl-2-chloro-ethylamine), Y-C6H4NRH (Y=H, OC2H5; R=H, CH3, CH2C6H5) represented by the general formula produced a mixture of two kinds of Y-C6H4NRCH(CH3)CH2N(CH3)2 (III) and Y-C6H4NRCH2CH(CH3)N(CH3)2 (IV). A series of such compounds (III) and (IV) was synthesized aiming the analgesics shown in Table I and II. A mixture of two kinds was separated by recrystallization as maleates and picrates and the structure was determined by the method shown in Chart 2.
In order to obtain the III-type compound, N-(1-methyl-2-dimethylaminoethyl)-p-phenetidine was prepared by the reductive reaction of p-phenetidine and CH3COCH2-N(CH3)2 in the presence of PtO2 catalyst.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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