| Project/Area Number |
11650875
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
有機工業化学
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| Research Institution | Shibaura Institute of Technology |
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Principal Investigator |
KODOMARI Mitsuo Shibaura Institute of Technology, Department of Industrial Chemistry, Professor, 工学部, 教授 (50052824)
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| Project Period (FY) |
1999 – 2000
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| Project Status |
Completed (Fiscal Year 2000)
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| Budget Amount *help |
¥2,900,000 (Direct Cost: ¥2,900,000)
Fiscal Year 2000: ¥1,300,000 (Direct Cost: ¥1,300,000)
Fiscal Year 1999: ¥1,600,000 (Direct Cost: ¥1,600,000)
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| Keywords | Supported reagent / One-pot synthesis / 2-Aminothiazole / Potassium thiocyanate / silica gel / alumina / sulfide / thiol / アミン / ハロケトン / アルミナ担持臭化銅 / β-カルボニル化合物 / アルミナ担持水酸化ナトリウム / アルミナ担持酢酸アンモニウム / シリカゲル担持チオシアン酸カリウム |
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| Research Abstract |
We have investigated two-stage reactions in one-pot using inorganic supported reagents on the assumption that two reagents reacting each other in homogenous solution are rendered mutually inactive by supporting them onto separate inorganic supports. It should be possible that two-step synthesis, in which a soluble reagent (A) react first with one supported reagent (Y) and the product (B) with the second supported reagent (X) to give the desired final product (C). Typically, 2-aminothiazoles are prepared either by the condensation of α-halo ketones with monosubstituted thioureas or by the reaction of α-thiocyanato carbonyl compounds with aromatic or aliphatic amine hydrochlorides. We have developed a convenient method for the preparation of 2-aminothiazoles in one-pot from readily available α-halo ketones using supported reagents system KSCN/SiO_2-RNH_3AcO/Al_2O_3. α-Halo ketones react first with KSCN/SiO_2 affording α-thiocyanates, the latter moving to RNH_3AcO/Al_2O_3 and reactins with it to give the end product 2-aminothiazoles. We have also developed one-pot synthesis of α-alkylthio-β-diketones from-β-diketones and thiols using supported reagents system CuBr_2/Al_2O_3-NaOH/Al_2O_3. β-Diketones react with CuBr_2/Al_2O_3 to give α-bromo-β-diketones, and then the bromides react with thiols in the presence of the base NaOH/Al_2O_3 to afford the end product α-alkylthio-β-diketones.
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