622372-96-7

Upstream product

• 3422-01-3 tert-butyl phenylcarbamate 
• 89-98-5 2-chloro-benzaldehyde 
• 622372-88-7 1,1-dimethylethyl {2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}carbamate 

Downstream Products

• 2894-45-3 (2-aminophenyl)(2-chlorophenyl)methanone 
• 1631145-01-1 tert-butyl 3-(2-chlorophenyl)-2-formyl-1H-indole-1-carboxylate 

Relevant academic research and scientific papers

Synthesis of N,N-dialkyl-9-oxoacridine-10(9H)-carbothioamides via the reaction of (2-halophenyl)(2-isothiocyanatophenyl)methanones with secondary amines, followed by cyclization with NaH

The first preparation of acridin-9(10H)-ones carrying a tertiary thiocarbamoyl group at C(10), i.e., N,N-dialkyl-9-oxoacridine-10(9H)- carbothioamides 9, is described. The method is based on the reaction of (2-halophenyl)(2-isothiocyanatophenyl)methanones 7, prepared from (2-aminophenyl)(2-halophenyl)methanones 5 by a convenient three-step sequence, with secondary amines in DMF at room temperature to generate the corresponding thiourea derivatives 8 in situ, which are treated with NaH at 100-120° to provide the desired products in one-pot reactions in generally good yields.