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    Process for preparation of alkoxybenzamides and thiazolyl isocyanates
    9.
    发明申请
    Process for preparation of alkoxybenzamides and thiazolyl isocyanates 审中-公开

    公开(公告)号：US20050143581A1

    公开(公告)日：2005-06-30

    申请号：US10508117

    申请日：2003-03-18

    申请人： Hirokazu Awano ,  Mitsuo Koito ,  Masahiko Kusumoto

    发明人： Hirokazu Awano ,  Mitsuo Koito ,  Masahiko Kusumoto

    IPC分类号： C07D277/38 ,  C07D277/46 ,  C07D277/18

    CPC分类号： C07D277/38 ,  C07D277/46

    摘要： An alkoxybenzamide represented by the general formula (3): (wherein R1, R2, R3, R4, and R5 independently indicate a hydrogen atom, an alkyl group having one to six carbon atoms, or an alkoxy group having one to six carbon atoms; if R3 indicates a hydrogen atom or an alkyl group having one to six carbon atoms, R1 indicates an alkoxy group having one to six carbon atoms and R4 indicates an alkyl or alkoxy group having one to six carbon atoms; two adjacent substituents may be coupled with a cross-linking group to form a ring; R6 indicates a heteroaromatic ring; and A indicates an oxygen atom or a sulfur atom) is produced by reacting an alkoxybenzene represented by the general formula (1): (wherein R1, R2, R3, R4, and R5 are defined above) with an isocyanate represented by the general formula (2): (wherein R6 and A are defined above; and n indicates 1 or 2) in the presence of a Lewis acid. Among isocyanates represented by the general formula (2) is a thiazolyl isocyanate represented by the general formula (5): (wherein R1 indicates a hydrogen atom, a saturated or unsaturated alkyl group having one to six carbon atoms, a haloalkyl group having one to six carbon atoms, an alkoxy group having one to six carbon atoms, an alkoxycarbonyl group, or an acyl group; R2 indicates a hydrogen atom, a halogen atom, a saturated or unsaturated alkyl group having one to six carbon atoms, a haloalkyl group having one to six carbon atoms, an alkoxycarbonyl group having one to six carbon atoms, an acyl group, or a substituted or unsubstituted phenyl group; both R1 and R2 do not indicate a hydrogen atom; and n indicates 1 or 2). This thiazolyl isocyanate is produced from two precursors: an aminothiazole and a carbonyl halide. The present invention can provide a method for producing a high yield of alkoxybenzamide with fewer steps, and can also provide thiazolyl isocyanates, which are useful in the production of ureas, carbamates, and aromatic amides having a thiazole ring.