On January 8, 2009, Annis, Gary David published a patent.Formula: C9H10INO2 The title of the patent was Process for preparing 2-amino-5-cyanobenzoic acid derivatives using nickel-catalyzed cyanation reaction. And the patent contained the following:
Disclosed is a method for preparing a compound of formula I (X = CN; R1 = NHR3, OR4; R2 = Me, Cl; R3 = H, C1-4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl, methylcyclopropyl; R4 = H, C1-4 alkyl) by reacting a compound of formula I (X = Br, Cl, I; R1 = NHR3, OR4; R2 = Me, Cl; R3 = H, C1-4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl, methylcyclopropyl; R4 = H, C1-4 alkyl) with at least one alkali metal cyanide in the presence of a nickel catalyst. Also disclosed is a method for preparing the nickel catalyst, by reacting 1-chloronaphthalene with dichlorobis(triphenylphosphine)nickel.. Furthermore, a method for removing nickel impurities from a mixture thereof with compounds of formula I (X = CN) comprising contacting the mixture with oxygen in the presence of an aqueous cyanide solution is disclosed. In addition, a method for preparing a compound of formula II (R2 = Me, Cl; R3 = H, C1-4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl, methylcyclopropyl; Z = CR8, N; R5 = Cl, Br, CF3, OCF2, OCH2CF3; R6 = F, Cl, Br; R7 = H, F, Cl; R8 = H, F, Cl, Br) using a compound of formula I, is disclosed. Example compound III was prepared by nickel-catalyzed cyanation of 2-amino-5-bromo-N,3-dimethylbenzamide; the resulting 2-amino-5-cyano-N,3-dimethylbenzamide underwent amidation with 3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid to give compound III. The experimental process involved the reaction of Methyl 2-amino-5-iodo-3-methylbenzoate(cas: 1096481-48-9).Formula: C9H10INO2
The Article related to halobenzoic acid derivative cyanation nickel, cyanobenzoic acid derivative preparation pyrazolecarboxylic acid amidation, cyanophenyl pyrazolecarboxamide preparation, nickel cyanation catalyst and other aspects.Formula: C9H10INO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com