Application of 1910-85-6, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 1910-85-6, Name is 1-Chloro-10H-phenothiazine, molecular formula is C12H8ClNS. In a Article£¬once mentioned of 1910-85-6
REACTION OF CHLORO DERIVATIVES OF 10-BENZYL- AND 10-(4′-FLUOROBENZYL)PHENOTHIAZINES WITH NITRILES AND AMINES UNDER ARYNE-FORMING CONDITIONS
2-Chloro-10-benzylphenothiazine (1) and 2-chloro-10-(4′-fluorobenzyl)phenothiazine (2) react with aliphatic nitriles (3 and 4) and LDA to yield typical 2-substituted aryne products (9a,b and 9g,h, respectively).However, treatment of 1 with aromatic nitriles (5-8) and LDA supplies 2-(arylmethyl)-1-cyano rearranged nitriles (10c-f), whereas 2, when treated similarly, affords both rearranged nitriles (10i-l) and typical 2-arylated nitrile products (9i-j).An explanation in terms of the effect of substituents on the competing aryne and tandem addition-rearrangement pathways is presented.The crystal structure of one of the rearranged 1-cyanophenothiazines (10c) was obtained and reveals that the molecule adopts the “extra” conformation in which the 10-benzyl group is in the pseudo axial position.The reaction of 1 and 2 with various lithium amides in the corresponding free amine solvents gives the corresponding 2-aminated products (11) and (12) in excellent yields.Both 1-chloro-10-benzylphenothiazine (18) and 1 supply the same product, 10-benzyl-2-N,N-diisopropylaminophenothiazine (11a), when made to react with LDA in diisopropylamine solvent, indicating that each of these reactions proceeds via the same aryne intermediate, and not through the SRN1 mechanism.
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Reference£º
Thiazine – an overview | ScienceDirect Topics,
Thiazine | C4H5NS – PubChem