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Benzamide is an organic compound with the chemical formula of C 7 H 7 NO. It is the simplest amide derivative of benzoic acid. In powdered form, it appears as a white solid, while in crystalline form, it appears as colourless crystals. [5] It is slightly soluble in water, [2] and soluble in many organic solvents. [6]
3,4,5-Trimethoxybenzaldehyde can be used as an intermediate in the synthesis of some pharmaceutical drugs including trimethoprim, [1] [2] cintriamide, roletamide, trimethoquinol (aka tretoquinol), and trimazosin as well as some psychedelic phenethylamines.
Benzaldehyde oxime undergoes Beckmann rearrangement to form benzamide, catalyzed by nickel salts [3] or photocatalyzed by BODIPY. [4] Its dehydration yields benzonitrile. It can be hydrolyzed to regenerate benzaldehyde. [5]
Trimethobenzamide synthesis: Hoffmann La Roche, U.S. patent 2,879,293 (1959). Alkylation of the sodium salt of p-hydroxybenzaldehyde (1) with 2-dimethylaminoethyl chloride affords the ether (2).
Cinitapride (trade names Cintapro, Pemix) is a gastroprokinetic agent and antiemetic agent of the benzamide class which is marketed in India, Mexico, Pakistan and Spain. [1] [2] It acts as an agonist of the 5-HT 1 and 5-HT 4 receptors and as an antagonist of the 5-HT 2 receptors. [3] [4]
Benzonitrile is a useful solvent and a versatile precursor to many derivatives. It reacts with amines to afford N-substituted benzamides after hydrolysis. [3] It is a precursor to diphenylmethanimine via reaction with phenylmagnesium bromide followed by methanolysis.
Ball-and-stick model of diphenylmethane. The benzhydryl compounds are a group of organic compounds whose parent structures include diphenylmethane (which is two benzene rings connected by a single methane), with any number of attached substituents, including bridges.
Benzimidazole is a base: . C 6 H 4 N(NH)CH + H + → [C 6 H 4 (NH) 2 CH] +. It can also be deprotonated with stronger bases: . C 6 H 4 N(NH)CH + LiH → Li [C 6 H 4 N 2 CH] + H 2. The imine can be alkylated and also serves as a ligand in coordination chemistry.