156267-11-7

Upstream product

• 156267-21-9 (5-Methoxy-2-methyl-phenyl)-methyl-carbamic acid benzyl ester 
• 54788-38-4 2-chloro-4-methoxy-1-methylbenzene 
• 593-51-1 methylamine hydrochloride 
• 156267-17-3 (5-Methoxy-2-methyl-phenyl)-carbamic acid benzyl ester 

Downstream Products

• 7703-91-5 6-methoxy-1-methylindolin-2-one 
• 1051897-32-5 N-(3,5-dimorpholin-4-ylphenyl)-N'-(5-methoxy-2-methyl-phenyl)-N'-methyl-pyrimidine-2,4-diamine 
• 6265-13-0 4-methyl-3-(methylamino)phenol 
• 158719-26-7 2,2'-dithiobis [N-phenyl-6-acetoxy-1-methylindolyl-3-carboxamide] 
• 1026065-90-6 Acetic acid 1-methyl-3-phenylcarbamoyl-2-thioxo-2,3-dihydro-1H-indol-6-yl ester 
• 13383-73-8 6-hydroxy-1-methyl-indolin-2-one 

Relevant academic research and scientific papers

Palladium-catalyzed amination of aryl chlorides and bromides with ammonium salts

We report the palladium-catalyzed coupling of aryl halides with ammonia and gaseous amines as their ammonium salts. The coupling of aryl chlorides and ortho-substituted aryl bromides with ammonium sulfate forms anilines with higher selectivity for the primary arylamine over the diarylamine than couplings with ammonia in dioxane. The resting state for the reactions of aryl chlorides is different from the resting state for the reactions of aryl bromides, and this change in resting states is proposed to account for a difference in selectivities for reactions of the two haloarenes.

LITHIATION ROUTES TO OXINDOLES AND 2-INDOLINETHIONES: PRECURSORS TO 2,2'-DITHIOBISINDOLES WITH TYROSINE KINASE INHIBITORY PROPERTIES

N-Substituted oxindoles and 2-indolinethiones can be prepared by lithiation of carboxyl protected N,2-dimethylanilines followed by quenching with CO2 or CS2 respectively. 2-Indolinethione derivatives are also available via demethylation of 2-methylthioindoles, which are prepared by lithiation of N-substituted indoles and treatment with dimethyl disulfide.