1953 年 73 巻 7 号 p. 709-712
The crystals (A) of m. p. 173-174° (decomp.), obtained by the application of benzoyl chloride to the thiol-type vitamin B1, when heated with hydrochloric acid, partially decompose into three components, 2-methyl-4-amino-5-aminomethylpyrimidine (II), formic acid, and γ-aceto-γ-benzoylmercaptopropyl benzoate (III). A part also decomposes into O-benzoyl B1 (IV) and vitamin B1 (V). Heating of (A) with alkali changes it into (IV) and (V). From these results, the structure of 2-methyl-4-amino-5-[N-(3′-benzoyl-mercapto-5′-benzoxy-Δ2′-pentenyl-2′)]-formaminomethylpyrimidine (I) (O, S-dibenzoyl B1) is assigned to (A). The crystals (C) of m. p. 122-123° (decomp), obtained by the application of acetyl anhydride to the thiol-type vitamin B1, when heated with hydrochloric acid, almost quantitatively form vitamin B1 (V) but heating with alkali change them into O-acetyl B1, (IX) and vitamin B1 (V). From these results, the structure of 2-methyl-4-amino-5-[N-(3′-acetylmercapto-5′-acetoxy-Δ2′)]-formaminomethylpyrimidine (VIII) (O, S-diacetyl B1) is proposed for (C).