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Found 2 translations.
| Name | Current message text |
|---|---|
| h English (en) | ===Laboratory synthesis=== :[[File:Thiamine synthesis.svg|800px]] In the first [[total synthesis]] in 1936, ethyl 3-ethoxypropanoate was treated with [[ethyl formate]] to give an intermediate dicarbonyl compound which when reacted with [[Amidine|acetamidine]] formed a substituted [[pyrimidine]]. Conversion of its hydroxyl group to an amino group was carried out by [[nucleophilic aromatic substitution]], first to the chloride derivative using [[phosphorus oxychloride]], followed by treatment with [[ammonia]]. The [[ethoxy]] group was then converted to a bromo derivative using [[hydrobromic acid]]. In the final stage, thiamine (as its dibromide salt) was formed in an [[alkylation]] reaction using 4-methyl-5-(2-hydroxyethyl)thiazole. |
| h Japanese (ja) | ===実験室での合成=== :[[File:Thiamine synthesis.svg|600px]] 1936年の最初の[[total synthesis/ja|全合成]]では、3-エトキシプロパン酸エチルを[[ethyl formate/ja|ギ酸エチル]]で処理して中間体ジカルボニル化合物を得、これを[[Amidine/ja|アセトアミジン]]と反応させると置換[[pyrimidine/ja|ピリミジン]]を形成した。その水酸基のアミノ基への変換は[[nucleophilic aromatic substitution/ja|求核芳香族置換]]によって行われ、まず[[phosphorus oxychloride/ja|オキシ塩化リン]]を用いて塩化誘導体に変換し、続いて[[ammonia/ja|アンモニア]]で処理した。次に[[ethoxy/ja|エトキシ]]基を[[hydrobromic acid/ja|臭化水素酸]]を用いてブロモ誘導体に変換した。最終段階では、4-メチル-5-（2-ヒドロキシエチル）チアゾールを用いた[[alkylation/ja|アルキル化]]反応でチアミン（二臭化物塩として）が生成した。 |