YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Vitamin B1関係化合物の研究 (第8報)
N-置換Dithiourethaneの構造について その1
吉田 茂鵜木 諄
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1953 年 73 巻 2 号 p. 174-176

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Condensation of the salts of N-[2-methyl-4-aminopyrimidyl-(5)]-methyldithiocarbamic acid, such as its ammonium salt (I), or 2-methyl-4-amino-5-aminomethylpyrimidine (II), with carbon disulfide, and ammonia with γ-aceto-γ-chloropropyl chloride (III), results in the initial formation of α-aceto-γ-chloropropyl N-[2-methyl-4-aminopyrimidyl-(5)]-methyldithiocarbamate (IV) which, being extremely unstable, immediately undergoes intramolecular rearrangement to transit to its isomer, 2-methyl-2-chlorotetrahydrofuryl-(3) N-[2-methyl-4-aminopyrimidyl-(5)]-methyldithiocarbamate (V). However, the use of 2-methyl-2, 3-dichlorotetrahydrofuran (VI), the cyclic isomer of (III) instead of (III), resulted in total failure to form (V).

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