83506-47-2

Upstream product

• 948-65-2 2-phenyl-indole 
• 784-45-2 3-nitroso-2-phenyl indole 
• 23041-45-4 3-amino-2-phenylindole 
• 83506-45-0 ethyl 2-phenylindole-3-carbamate 

Downstream Products

• 87811-88-9 N_β-carbethoxy-2-phenylindole-3-semicarbazide 
• 87811-89-0 2-phenyl-3-(5'-oxo-1',3',4'-oxadiazol-2'-ylamino)indole 
• 83506-55-2 C₁₇H₁₇N₅OS 
• 83506-57-4 C₂₂H₁₉N₅OS 
• 83506-49-4 C₂₂H₁₈N₄O 
• 83506-53-0 2-Phenyl-3-(4,5-dihydro-5'-thiono-1',3',4'-oxadiazol-2'-yl)aminoindole 
• 83506-69-8 4-Phenyl-5-(2-phenyl-1H-indol-3-ylamino)-2,4-dihydro-[1,2,4]triazole-3-thione 
• 83506-65-4 N-Phenyl-N'-(2-phenyl-1H-indol-3-yl)-[1,3,4]thiadiazole-2,5-diamine 
• 83506-61-0 N-Phenyl-N'-(2-phenyl-1H-indol-3-yl)-[1,3,4]oxadiazole-2,5-diamine 
• 83506-51-8 2-Phenyl-3-(5'-phenyl-1',3',4'-oxadiazol-2'-yl)aminoindole 
• 83506-67-6 4-Methyl-5-(2-phenyl-1H-indol-3-ylamino)-2,4-dihydro-[1,2,4]triazole-3-thione 
• 83506-63-2 N-Methyl-N'-(2-phenyl-1H-indol-3-yl)-[1,3,4]thiadiazole-2,5-diamine 
• 83506-59-6 N-Methyl-N'-(2-phenyl-1H-indol-3-yl)-[1,3,4]oxadiazole-2,5-diamine 

Relevant academic research and scientific papers

Synthesis of Substituted 1,2,3,8-Tetrahydroindolobenzodiazepin-2-ones and 5,6,7,8-Tetrahydroindolobenzodiazepin-6-ones

Nitrosation (NaNO2/AcOH) of 2-phenylindoles (1a-d) and subsequent reduction of the resultant 3-nitroso-2-phenylindoles (2a-d) with sodium dithionite in alkali furnish the corresponding 3-aminoindoles (3a-d), which on condensation with ethyl chloroformate

Synthesis of Substituted 2-(5'-Oxo/thioxo-1',3',4'-oxodiazol-2'-yl)indoles and 2-(5'-Oxo/thioxo-1,3,4'-oxodiazol-2'-ylamino)indoles

Indole-2-carboxylates (1a-i) and indole-2-carbamates (12d-i) react with hydrazine hydrate in ethanol to give the corresponding hydrazides (2a-i) and semicarbazides (13d-i).These compounds when heated under reflux with CS2 and KOH give 2-(5'-thioxo-1',3',4'-oxadiazol-2'-yl)indoles (5c,g) and 2-(5'-thioxo-1',3',4'-oxadiazol-2'-ylamino)indoles (16f,g,i).Compounds 2a-i and 13d-i undergo condensation with ethyl chloroformate to give the products 3a-g and 14d,g,h, respectively which on heating under reflux with diphenyl ether give the corresponding 2-(5'-oxo-1',3',4'-oxadiazol-2'-yl)indoles (4a-g) and 2-(5'-oxo-1',3',4'-oxadiazol-2'-ylimino)indoles (15d,g,h).Ethyl 2-phenylindole-3-carbamate (18), obtained from 3-aminoindole (17), has been condensed with hydrazine hydrate to give the semicarbazide (19) which on reation with ethyl chloroformate and heating under reflux with diphenyl ether produces 3-(5'-oxo-1',3',4'-oxadiazol-2'-ylamino)indole (21).

Synthesis of Substituted 3-(1',3',4'-Oxadiazolyl/thiadiazolyl/triazolyl)aminoindoles: Part II

Ethyl 2-phenylindole-3-carbamates (1a,b) have been prepared by the condensation of 2-phenyl-3-aminoindoles with ethyl chloroformate.The semicarbazidoindoles (2a,b), obtained from 1a,b, on reaction with CS2 give 2-phenyl-3-(4',5'-dihydro-5'-thiono-1',3',4'-oxadiazol-2'-yl)aminoindoles (5a,b). 2a,b are also converted into 2-phenyl-3-(5'-phenyl-1',3',4'-oxadiazolyl)aminoindoles (4a,b) through their respective schiff bases (3a,b).Further, 2a,b are condensed with methyl and phenyl isothiocyanates to get the corresponding 2-phenyl-3-(1'-substituted-2'-thiobiuracyl)indoles (6a,b). 2-Phenyl-3-(5'-aminosubstituted-1',3',4'-oxadiazolyl)aminoindoles are prepared by the oxidative cyclization of 6a,b with I2 in alcoholic KI solution. 6a,b also yield 2-phenyl-3-(5'-substituted amino-1',3',4'-thiadiazol-2'-yl)aminoindoles (8a,b) on cyclodehydration and 2-phenyl-3-(4,5-dihydro-5'-thiono-1',3',4'-triazol-2'-yl)aminoindoles (9a,b) by heating under reflux with aq.NaOH (4percent).