Electric Literature of 63857-00-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 63857-00-1 name is N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
792 g dye A were added under stirring to 2,650 g acetic acid anhydride (both available from Aldrich) in a 301 three-necked flask equipped with a stirrer and a reflux condenser. Then 770 g 2-methylene-1, 3,3-trimethylindoline (Fischer base, available from Aldrich) was added under stirring for one minute to this suspension. Within one hour, the reaction mixture warmed up to about 50C. After two more hours of stirring, 18 1 water were added to the reaction mixture. Then the reaction mixture was left to cool to room temperature and 20 g sodium chloride were added. Subsequently, the insoluble portion was separated by filtration and washed with 2 1 water. Then the product was dried for one day at 50C in a circulating air vacuum oven. Yield: 1,063 g (95% based on dye A), IR dye content: 72.0 wt. -% (determined by measuring the optical density at 775 nm in methanol using an extinction coefficient for the pure IR dye of 5001/G x CM), moisture content: 3 wt.-%. The dried product was suspended in 2 1 ethyl acetate and heated to 76C for one hour. Subsequently, the solution with a temperature of about 50C was filtered and the isolated product was air-dried. The remaining solution was strongly colored. The yield of solid product after the first purification step was 925 g (81 wt. -%) with a content of dye B of 80%. The dried product was suspended in 1 1 methyl ethyl ketone and heated to 80C for one hour. Subsequently, the solution with a temperature of about 40C was filtered and the isolated solid substance was air-dried. The yield after this second purification step was 705 g (62 wt. -%) with a purity of dye B of 89.2%. For further clean-up, the second purification step was repeated and 552 g dye B (48%) with a purity of 96.3% dye B were obtained (moisture content: 0.7 wt. -%).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride, and friends who are interested can also refer to it.
Reference:
Patent; KODAK POLYCHROME GRAPHICS GMBH; WO2004/52995; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics