Gold’s reagent

A/,N-Dimethylaminomethylenemalonate (329, R = Me) was prepared in the reaction of diethyl malonate and DMF diethyl acetal at 130-150°C for 90 min (71S220), or in the reaction of the sodium salt of diethyl malonate and tetramethylformamidinium benzenesulfonate in ethanol at ambient temperature for 20 hr (71S220), or in the reaction of diethyl malonate and Gold s reagent (330) in the presence of sodium ethylate in ethanol at reflux temperature overnight (82SC939), in 77%, 50%, and 74% yields, respectively. 

Dimethyl ami no)-2-azaprop-2-en-l-yl ideneldimethylammonium chloride ("Gold s reagent"),4 the preparation of which Is described in part A of the procedure, is a general B-dimethylaminomethylenating agent which reacts successfully with amines (eq. 1) to produce amidines, with ketones (eq. 2) to produce enaminones,6 and with amides (eq. 3) to product acyl ami dines. ... 

The significance of the amino methylenated amines, ketones, and amides as important compounds and reaction intermediates is well-documented and the use of "Gold s reagent," therefore, provides an efficient, economical, and clean method for obtaining such substances. 

We have named this compound Gold s Reagent to simplify its common usage nomenclature. 

From Anthranilic Acid Derivatives and Gold s Reagent... 

Anthranilic acid derivatives 23 react with Gold s reagent 24, acting as a two-atom lynchpin , to afford quinazolin-4(3//)-ones 25 in moderate to good yields. 

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