CAS: 82878-63-5; 3,4-Difluoropyridine

该化合物是一种氟化环环环化合物,广泛用作制药和农用化学合成的多用途构件,其主要优点包括:由于在3和4个位置上存在两个氟原子,因此具有高度的回活动性,能够有选择的替代反应.氟替代体的电子提取性质增强了其在交叉相交和核循环芳香替代反应中的效用.该化合物具有极强的稳定性和纯度,适合要求合成应用.其结构特征还有利于生物活性分子的发展,特别是在药用化学中,氟丙烯的丙烯因具有代谢稳定性和脂性而备受重视.

结构式图片

相似化合物

372-47-4 837365-04-5 71902-33-5

物理性质

MSDS等安全信息

欧盟法规

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3-chloro-4,5-difluoropyridine 3,4-difluoro-2-hydrazinopyridine 4-chloro-2,3-difluoropyridine 3,4-dichloro-5-fluoropyridine 3-fluoro-4-(3-iodo-1H-pyrazol-1-yl)pyridine

合成工艺路线路线简述

  • 851179-02-7 = 82878-63-5
    反应条件:1.1 Reagents: Tetramethylammonium Chloride,Potassium Fluoride Solvents: Dimethyl Sulfoxide; 2 H,150 °C2.1 Reagents: Ammonium Formate Catalysts: Palladium Solvents: 1-Octanol; 6 H,45 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    514797-99-0 = 82878-63-5
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 2 H,-75 °C1.2 Reagents: Cfc 113; 1 H,-75 °C2.1 Reagents: Tetramethylammonium Chloride,Potassium Fluoride Solvents: Dimethyl Sulfoxide; 2 H,150 °C3.1 Reagents: Ammonium Formate Catalysts: Palladium Solvents: 1-Octanol; 6 H,45 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    994-30-9 + 84477-04-3 = 82878-63-5
    反应条件:1.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; 2 H,-75 °C1.2 1 H2.1 Reagents: Hydrazine Hydrate (1:1) Solvents: Tetrahydrofuran; 20 H,50 °C3.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,25 °C4.1 Reagents: Manganese Oxide (Mno2) Solvents: 1-Octanol; 45 Min,15 °C -> 25 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    89402-43-7 = 82878-63-5
    反应条件:1.1 Reagents: Hydrazine Hydrate (1:1) Solvents: Ethanol; 20 H,Reflux2.1 Reagents: Copper Sulfate Solvents: Water; 2 H,Reflux3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 2 H,-75 °C3.2 Reagents: Cfc 113; 1 H,-75 °C4.1 Reagents: Tetramethylammonium Chloride,Potassium Fluoride Solvents: Dimethyl Sulfoxide; 2 H,150 °C5.1 Reagents: Ammonium Formate Catalysts: Palladium Solvents: 1-Octanol; 6 H,45 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    700-16-3 = 82878-63-5 + 2875-18-5 + 67815-54-7 + 3512-16-1 + 76469-41-5
    反应条件:1.1 Reagents: Triethylsilane Catalysts: (Oc-6-43)-[1,3-Bis[2,6-Bis(1-Methylethyl)Phenyl]-1,3-Dihydro-2H-Imidazol-2-Ylide... Solvents: Tetrahydrofuran; 19.45 H,343 K
    标题:Catalytic Hydrodefluorination Of Aromatic Fluorocarbons By Ruthenium N-Heterocyclic Carbene Complexes
    作者:Reade,Steven P.; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2009 卷标:131(5) 页码:1847-1861]

    851178-98-8 = 82878-63-5
    反应条件:1.1 Reagents: Ammonium Formate Catalysts: Palladium Solvents: 1-Octanol; 6 H,45 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    874907-81-0 = 82878-63-5
    反应条件:1.1 Reagents: Manganese Oxide (Mno2) Solvents: 1-Octanol; 45 Min,15 °C -> 25 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    851179-09-4 = 82878-63-5
    反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,25 °C2.1 Reagents: Manganese Oxide (Mno2) Solvents: 1-Octanol; 45 Min,15 °C -> 25 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    851179-08-3 = 82878-63-5
    反应条件:1.1 Reagents: Hydrazine Hydrate (1:1) Solvents: Tetrahydrofuran; 20 H,50 °C2.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,25 °C3.1 Reagents: Manganese Oxide (Mno2) Solvents: 1-Octanol; 45 Min,15 °C -> 25 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    248255-70-1 = 82878-63-5
    反应条件:1.1 Reagents: Copper Sulfate Solvents: Water; 2 H,Reflux2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 2 H,-75 °C2.2 Reagents: Cfc 113; 1 H,-75 °C3.1 Reagents: Tetramethylammonium Chloride,Potassium Fluoride Solvents: Dimethyl Sulfoxide; 2 H,150 °C4.1 Reagents: Ammonium Formate Catalysts: Palladium Solvents: 1-Octanol; 6 H,45 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    851178-99-9 = 82878-63-5
    反应条件:1.1 Reagents: Tetramethylammonium Chloride,Potassium Fluoride Solvents: Dimethyl Sulfoxide; 2 H,150 °C2.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; 2 H,-75 °C2.2 1 H3.1 Reagents: Hydrazine Hydrate (1:1) Solvents: Tetrahydrofuran; 20 H,50 °C4.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,25 °C5.1 Reagents: Manganese Oxide (Mno2) Solvents: 1-Octanol; 45 Min,15 °C -> 25 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910]

    1513-66-2 = 82878-63-5
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 2 H,-75 °C1.2 Reagents: Cfc 113; 1 H,-75 °C2.1 Reagents: Tetramethylammonium Chloride,Potassium Fluoride Solvents: Dimethyl Sulfoxide; 2 H,150 °C3.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; 2 H,-75 °C3.2 1 H4.1 Reagents: Hydrazine Hydrate (1:1) Solvents: Tetrahydrofuran; 20 H,50 °C5.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,25 °C6.1 Reagents: Manganese Oxide (Mno2) Solvents: 1-Octanol; 45 Min,15 °C -> 25 °C
    标题:Removal Of Fluorine From And Introduction Of Fluorine Into Polyhalopyridines: An Exercise In Nucleophilic Hetarenic Substitution
    作者:Bobbio,Carla; Et Al
    参考文献:Chemistry - A European Journal 日期:2005 卷标:11(6) 页码:1903-1910
3-氟-5-氯吡啶置于palladium On Activated Charcoal Potassium Fluoride,正丁基锂,甲酸铵,四甲基氯化铵体系中,用 四氢呋喃,辛醇,正己烷,二甲基亚砜 作为反应溶剂,化学反应 12.0H,反应生成 3,4-二氟吡啶
参考文献:从聚卤代吡啶中除去氟并将氟引入到聚卤代吡啶中:亲核性戊烯取代反应.
标题:从聚卤代吡啶中除去氟并将氟引入到聚卤代吡啶中:亲核性戊烯取代反应.
摘要:从六个工业上可获得的氟化吡啶开始,开发了一种方便的途径来获取所有三个四氟吡啶(2-4),所有六个三氟吡啶(5-10)和五个非商业性二氟吡啶(11-14和16).用于从多氟吡啶中选择性除去氟的方法是通过金属或复合氢化物进行还原,并用肼进行位点选择性置换,然后进行脱氢-脱重氮或脱氢氯化-脱重氮.为了引入额外的氟原子,在进行氯/氟置换过程之前,将合适的前体金属化和氯化.
DOI:10.1002/chem.200400837

海关参考信息

专利信息


专利号:US-8551237-B2
优先权日:2007-12-10
标 题 :Synthesis of colorants in mixing apparatus
发明人：LOEBEL JOHANNES
权利人:LOEBEL JOHANNES; BASF SE
摘要:A process for preparing colorants of the general formula (Ia), (Ib) or (Ic) n nor mixtures thereof, comprises reactingn (a) tetracarboxylic acids or their functional derivatives with (b) at least one compound selected fromn i. aliphatic amines, ii. aromatic amines, iii. aliphatic diamines, iv. aromatic diamines, n (c) optionally in the presence of further additives, (d) optionally in the presence of wetting agentsn nin a mixing apparatus. These colorants are useful for coloration of macromolecular organic and inorganic materials of natural and synthetic origin.

专利号:US-8334386-B2
优先权日:2007-07-03
标题:Aqueous synthesis of perylene pigments
发明人：LOEBEL JOHANNES; STOHR ANDREAS
权利人:LOEBEL JOHANNES; STOHR ANDREAS; BASF SE
摘要:A process for preparing perylene pigments of the general formula (Ia) or (Ib) n nor mixtures thereof, by reacting perylenetetracarboxylic acids or functional derivatives thereof with aromatic diamines, where R 1 , R 2 may be the same or different and may each independently be phenylene, naphthylene or pyridylene, where R 1 , R 2 may each be mono- or polysubstituted by C 1 -C 22 -alkyl, C 3 -C 22 -alkenyl, C 1 -C 22 -alkoxy, hydroxyl and/or halogen, X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , X 8 may be the same or different and may each independently be hydrogen or halogen, wherein the reaction is performed in the presence of a secondary or tertiary amine in an aqueous reaction medium.

专利号:WO-2009074504-A2
优先权日:2007-12-10
标 题:Synthesis of dyes in mixing units

专利号:WO-2009003980-A2
优先权日:2007-07-03
标题:Aqueous synthesis of perylene pigments

专利号:US-2010184983-A1
优先权日:2007-07-03
标题 :Aqueous synthesis of perylene pigments

专利号:WO-2006027069-A1
优先权日:2004-09-07
标 题 :Method for producing heterocyclic quaternary ammonium and/or guanidinium compounds
发明人：DEGEN GEORG; EBEL KLAUS
权利人:BASF AG; DEGEN GEORG; EBEL KLAUS
摘要:The invention relates to a method for producing an intermediate product containing a heterocyclic quarternary ammonium and/or guanidium cation, for the synthesis of heterocyclic quaternary ammonium and/or guanidium compounds. According to said method, heterocyclic quaternary ammonium and/or guanidium carboxylates are oxidised with an oxidising agent in the presence of a metal from groups 8 to 10 of the periodical table, at a temperature of between 0 and 250 °C and a pressure of between 0.05 and 20 MPa abs.

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合成参考文献


参考文献:10.1007/978-3-319-04435-4_1
摘要:Shestopalov AM, Rodinovskaya LA, Mortikov VY, Fedorov AE. Synthesis of Fluorinated Pyridines. 2014. In: Fluorine in Heterocyclic Chemistry Volume 2. : Springer International Publishing; 2014.
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