Synthese of 4-Aryliminoparabanic Acids and 2-Arylimino-2,3-dihydro-1,4-thiazine Derivatives via 2-N, N'-Diarylamidinothiazolium Salts

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概要

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• 1,3-Dipolar addition reaction of 2- (N, N'-diarylamidino) thiazolium salts with heterocumulenes such as isocyanate and isothiocyanate yielded 4-aryliminoparabanic acid derivatives. On the other hand, action of alkali upon the 2-amidinothiazolium salts afforded 2-arylimino-2,3-dihydro-1,4-thiazin-3-one derivatives providing a new ring expansion reaction of thiazolium salts to 1,4-thiazine derivatives.

• 公益社団法人日本薬学会の論文
• 1974-02-25

著者

• 高見沢 映

  新潟薬科大学

• 牧野 逸男

  塩野義製薬株式会社研究所

• 牧野 逸男

  Shionogi Research Laboratory, Shionogi & Co., Ltd.

• 牧野 逸男

  塩野義製薬研究所

• 高見沢 映

  Shionogi Research Laboratory Shionogi & Co. Ltd.

• 松本 佐市

  Shionogi Research Laboratory, Shionogi and Co., Ltd.

• 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
• Pyrimidine誘導体及び関連化合物の研究(第89報) : ビタミンB_1とジエチルアシルホスホネートとの反応
• 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. LIX. Syntheses of 2,3-Dihydro-1H-pyrazolo [5,1-b] purin-2-ones
• 7.Triethylammonium 2[4-(4-amino-2-methyl-5-pyrimidinyl)methyl-3-methyl-6-phenyl-5-oxo-5,6-dihydro-4H-1,4-thiazin-2-yl]ethyl pyrophosphateの合成(ビタミンB研究委員会 : 第224回会議研究発表要旨)
• 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)
• 3. 2-ハロチアゾリウム塩を用いるジチオカルバミン酸塩の活性化 : ビタミンB研究委員会第262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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• SYNTHESES OF O, S-DICHOLANOYL-THIAMINE DERIVATIVES
• Studies on the Pyrimidine Derivatives. XXI. On the Studies of S-Alkoxycarbonylthiamine. (2).

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