Addition Reaction of 3-Substituted-4-methyl-5- (2-hydroxy) ethyl-thiazolium Salt with Diaryl Carbodiimide
スポンサーリンク
概要
- 論文の詳細を見る
Reactions of 3,4-dimethyl-5- (2-hydroxyethyl) thiazolium iodide (I) and 3-benzyl-4-methyl-5- (2-hydroxyethyl) thiazolium bromide (I') with diaryl carbodiimides afforded corresponding (1 : 1) adduct (III, III') and (1 : 2) cycloadduct (IV, IV'). Product distribution in these reactions was largely effect by a substituent of carbodiimide and of thiazolium nitrogen. For para substituent in carbodiimide in the reaction with (I), the product ratio IV/III was increased in the order Me<H<NO_2,which suggested that the formation of zwitterion (VI) by deprotonation of (1 : 1) adduct is the rate determining step for the cycloaddition reaction. ortho substituent in carbodiimide markedly increased the formation of cycloadduct in the reaction both with I and with I', while thiazolium N-benzyl group in I' decreased the cycloadduct formation as compared to N-CH_3 group.
- 公益社団法人日本薬学会の論文
- 1974-02-25
著者
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高見沢 映
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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高見沢 映
新潟薬科大学
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酒井 昇二
Shionogi Research Laboratory, Shionogi & Co., Ltd.
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高見沢 映
Shionogi Research Laboratory Shionogi & Co. Ltd.
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酒井 昇二
Shionogi Research Laboratory Shionogi And Co. Ltd.
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酒井 昇二
Shionogi Research Laboratory Shionogi & Co. Ltd.
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松本 佐市
Shionogi Research Laboratory, Shionogi and Co., Ltd.
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松本 佐市
Shionogi Research Laboratory Shionogi And Co. Ltd.
関連論文
- Studies on Pyrimidine Derivatives and Related Compounds. LXXV. Reactions of Thiazolium Salts with Diethyl Acylphosphonates and Hydroxylation of Some 3-Oxo-2,3-dihydro-4H-1,4-thiazine Derivatives
- Studies on Pyrimidine Derivatives and Related Compounds. XLVII. Reaction of Thiamine with Dialkyl Acylphos-phonates or Methyl Phenylacyl-phosphinates : Takamizawa Reaction 6
- Studies on Pyrimidine Derivatives and Related Compounds. XLVI. The Reactions of Diethyl Acetylphosphonate with Thiamine : Takamizawa Reaction (5).
- Studies on the Pyrimidine Derivatives and Related Compounds. XL. Reaction of 3-Benzyl-4-methyl-5-(2-hydroxyethyl)thiazolium Salts with Diethyl Benzoylphosphonate
- Studies on the Pyrimidine Derivatives and Related Compounds. XXXIX. On the Oxidation Products of 2-Pheny1-4-(2-methyl-4-amino-5-pyrimidyl)methyl-5-methyl-6-(2-benzoyloxy or hydroxy)-ethyl-4H-1,4-thiazin-3(2H)-one
- 14.ビタミンB_1関連チアゾール誘導体とDiethylbenzoylphosphonateとの反応(第155回会議研究発表要旨)
- Studies on the Pyrimidine Derivatives. XXVII. A New Method for Synthesis of Diethyl Ethoxycarbonylphosphite from Tris (ethoxythiocarbonyl) Phosphorotrithioite, and on the Reactions of these Organo-phosphorus Compounds with Thiamine Sodium Salt.
- Studies on Pyrimidine Derivatives and Related Compounds. LIII. The Reaction of Thiamine with Diethyl Acetylphosphonate (Supplement) and the Synthesis of Pseudothiamine
- Studies on Pyrimidine Derivatives and Related Compounds. LII. Reaction of Thiamine with Phosphites. (1)
- Studies on the Pyrimidine Derivatives and Related Compounds. XXXV. On the Reaction Product of Thiamine with Diethyl Benzoylphosphonate
- ピリミジン誘導体および関連化合物の研究 : (LV)ビタミンB_1-モノグルタミン酸塩の合成と安定性
- 5.ビタミンB_1グルタミン酸塩の合成とその安定性(第181回会議研究発表要旨)
- チアミン遊離塩基と臭化シアンあるいは過酸化水素との反応
- 6.Thiamine Free BaseとBrCNとの反応(ビタミンB研究委員会 : 第244回会議研究発表要旨)
- Studies on Pyrimidine Derivatives and Related Compounds. XCIV. On the Oxidation Products of 2-Substituted-2,3-dihydro-4H-1,4-thiazin-3-one Derivatives. (2)
- On the Reaction of Dialkyl Acylphosphonate with 2-Methyl-1,3,4-thiadiazolium Salts
- On the Reaction of Dialkyl Acylphosphonate with 2-Methylthiazolium Salts
- On the Reactions of 1,3,4-Oxadiazolium Salts with Dialkyl Acylphosphonates. A Novel Synthesis of 1,3,4-Oxadiazin-5-one Derivatives
- Studies on Pyrimidine Derivatives and Related Compounds. LXXXVII. Reaction of Thiamine Analogues with Diethyl Benzoylphosphonate
- On the Reactions of Oxazolium Salts with Dialkyl Acylphosphonates. A Novel Synthesis of 1,4-Oxazin-3-one and Azetidin-2-one Derivatives
- Studies on Pyrimidine Derivatives and Related Compounds. LXXVII. Reaction of Thiamine Analogues with Diethyl Benzoylphosphonate
- Studies on Pyrimidine Derivatives and Related Compounds. LXXIII. Syntheses and Reactions of Thiamine Sulfur Analogues and Related Derivatives. (2)
- Studies on Pyrimidine Derivatives and Related Compounds. LXXII. Syntheses and Reactions of Thiamine Sulfur Analogues and Related Derivatives. (1)
- Studies on Pyrimidine Derivatives and Related Compounds. LXXI. Reaction of Thiamine Anhydride with Thiols
- Studies on Pyrimidine Derivatives and Related Compounds. LXX. A Novel Reaction of Thiamine Anhydride
- Studies on Pyrimidine Derivatives and Related Compounds. LXIX. Sythesis of Thiamine Free Base
- Studies on Pyrimidine Derivatives and Related Compounds. LXVIII. Reactions of Dialkyl Acylphosphonates with 1,3-Disubstituted Benzimidazolium Halides
- Studies on Pyrimidine Derivatives and Related Compounds. LXVII. Reaction of Thiadiazolium Derivatives with Dialkyl Acylphosphonates
- Studies on Pyrimidine Derivatives and Related Compounds. LXVI. Reactions of Dialkyl Acylphosphonates with 1,3,4-Thiadiazolium Derivatives
- Investigation on the Reaction of Benzazolium Salts with Base
- Studies on Pyrimidine Derivatives and Related Compounds. LXIII. Reactions of Thiazolium Salts with Dialkyl Acylphosphonates : Takamizawa Reaction 8
- Studies on Pyrimidine Derivatives and Related Compounds. LIX. Syntheses of 2,3-Dihydro-1H-pyrazolo [5,1-b] purin-2-ones
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- 6.ThiamineとDiethyl acylphosphonateの反応補遺(ビタミンB研究委員会 : 第224回会議研究発表要旨)
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- Syntheses of New Cyclophosphamide Derivatives Having 1,3,4,2-Oxadiazaphosphorinane and Related heterocyclic Systems
- Addition Reaction of 3-Substituted-4-methyl-5- (2-hydroxy) ethyl-thiazolium Salt with Diaryl Carbodiimide
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- Studies on Pyrimidine Derivatives and Related Compounds. LXII. Cycloadditions of Alkyl Isothiocyanates with Thiamine and Related Thiazolium Ylids and Facile Conversions of the Adducts to Dihydroimidazo [4,5-d] thiazole Derivatives
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- 1.2-Substituted-4-(2-methyl-4-amino-pyrimidin-5-yl)一methyl-5-methyl-6-(2-hydroxy)ethyl-4H-1,4-thiazine-3(2H)-oneとH_2O_2との反応 : (ビタミンB研究委員会 : 第230回会議研究発表要旨)
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- 1.α-ケトアルデヒドのThiamineおよびHydride acceptorによる酸化 : (α-ケトアルデヒド代謝におけるThiamineの新しい役割に対する化学的モデル)(THE JOURNAL OF VITAMINOLOGY : 掲載論文要旨)
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- Studies on Pyrimidine Derivatives and Related Compounds. LXV. On the Reactions of Thiamine with Carbon Disulfide
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- Studies on the Pyrimidine Derivatives. XXII. The Syntheses of New Thiamine Derivatives.
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