227029-81-4

Basic information

• Product Name: 5-benzalhydrazinocarbonylmethoxy-3-ethoxycarbonyl-1,2-dimethylindole
• CAS NO: 227029-81-4
• Molecular Weight: 393.442
• Mol File: 227029-81-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-benzalhydrazinocarbonylmethoxy-3-ethoxycarbonyl-1,2-dimethylindole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzalhydrazinocarbonylmethoxy-3-ethoxycarbonyl-1,2-dimethylindole(227029-81-4)
• EPA Substance Registry System: 5-benzalhydrazinocarbonylmethoxy-3-ethoxycarbonyl-1,2-dimethylindole(227029-81-4)

Safety Data

• Hazardous Substances Data: 227029-81-4(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 227029-79-0 3-ethoxycarbonyl-1,2-dimethylindol-5-yloxyacetic acid hydrazide 
• 15574-49-9 mecarbinate 
• 64199-44-6 1-methyl-3-ethoxycarbonyl-5-ethoxycarbonylmethoxy-2-methylindole 

Relevant articles and documents

Chemoselectivity of indole-dicarboxylates towards hydrazine hydrate: Part III - Synthesis and antimicrobial activity of novel 4- thiazolidinonylindoles

Exclusive formation of 3-carbethoxyindol-5-yloxyacetic acid hydrazides 3a,b from 3-carbethoxy-5-ethoxycarbonylmethoxyindoles 2a,b reveals the chemoselectivity of the C5-methyl ester function towards the nucleophilic attack of hydrazine hydrate. These mono hydrazides 3a,b on reacting with benzaldehydes furnish 1-alkyl-5-benzalhydrazinocarbonylmethoxy-3- ethoxycarbonyl-2-methylindoles 5a-h which on treatment with thioglycolic acid afford the desired 1-alkyl-3-ethoxycarbonyl-2-methyl-5-[(2-phenyl-4- thiazolidinon-3-yl)aminocarbonylmethoxy] indoles 6a-h. All the new compounds have been screened for their antibacterial and antifungal activities.