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    • 3. 发明授权
    • Method for preparing fused oxazinones from ortho-amino aromatic carboxylic acid and carboxylic acid in the presence of a sulfonyl chloride and pyridine
    • 在磺酰氯和吡啶存在下由邻氨基芳香羧酸和羧酸制备稠合嗪嗪酮的方法
    • US07339057B2
    • 2008-03-04
    • US10518324
    • 2003-07-29
    • Eric Deguyon Taylor
    • Eric Deguyon Taylor
    • C07D413/04C07D413/14
    • C07D401/04C07D413/14
    • A method for preparing a fused oxazinone is disclosed in which (1) a carboxylic acid is contacted with a sulfonyl chloride in the presence of an optionally substituted pyridine compound, the nominal mole ratio of sulfonyl chloride to carboxylic acid being from about 0.75 to 1.5; (2) the mixture prepared in (1) is contacted with an ortho-amino aromatic carboxylic acid in the presence of an optionally substituted pyridine compound, the nominal mole ratio of the ortho-amino aromatic carboxylic acid to carboxylic acid charged in (1) being from about 0.8 to 1.2; and (3) additional sulfonyl chloride is added to the mixture prepared in (2), the nominal mole ratio of additional sulfonyl chloride added in (3) to carboxylic acid charged in (1) being at least about 0.5. Also disclosed is a method for preparing a compound of Formula III, using a compound of Formula 1a that is characterized by preparing the fused oxazinone of Formula 1a by the method above, using a compound of the formula LS(O)2Cl as the sulfonyl chloride, a compound of Formula 2′ as the carboxylic acid, and a compound of Formula 5′ as the ortho-amino aromatic carboxylic acid (FORMULA 1a) (FORMULA III) (FORMULA 2′) (FORMULA 5′) wherein L, X, Y and R1 through R9 are as defined in the disclosure
    • 公开了一种制备熔融恶嗪酮的方法,其中(1)在任选取代的吡啶化合物存在下,羧酸与磺酰氯接触,磺酰氯与羧酸的标称摩尔比为约0.75至1.5; (2)将(1)中制备的混合物与任选取代的吡啶化合物存在下的邻氨基芳族羧酸接触,(1)中加入的邻氨基芳族羧酸与羧酸的标称摩尔比, 为约0.8至1.2; 和(3)在(2)中制备的混合物中加入另外的磺酰氯,(3)中加入的另外磺酰氯与(1)中加入的羧酸的标称摩尔比为至少约0.5。 还公开了使用式Ia化合物制备式III化合物的方法,其特征在于通过上述方法制备式1a的稠合嗪酮,使用式LS(O)2的化合物 作为磺酰氯的式2'化合物,作为羧酸的式2'化合物和作为邻氨基芳香族羧酸的式5'化合物(式Ⅲa)(式3)(式2')(式 5'),其中L,X,Y和R 1至R 9如本文所定义