1610930-38-5

Basic information

• Product Name: p-nitro-O,O'-bis(tert-butyldimethylsilyl)-N,N'-dihydroxybenzamidine
• Synonyms: p-nitro-O,O'-bis(tert-butyldimethylsilyl)-N,N'-dihydroxybenzamidine
• CAS NO: 1610930-38-5
• Molecular Weight: 425.676
• Mol File: 1610930-38-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-nitro-O,O'-bis(tert-butyldimethylsilyl)-N,N'-dihydroxybenzamidine(CAS DataBase Reference)
• NIST Chemistry Reference: p-nitro-O,O'-bis(tert-butyldimethylsilyl)-N,N'-dihydroxybenzamidine(1610930-38-5)
• EPA Substance Registry System: p-nitro-O,O'-bis(tert-butyldimethylsilyl)-N,N'-dihydroxybenzamidine(1610930-38-5)

Safety Data

• Hazardous Substances Data: 1610930-38-5(Hazardous Substances Data)

Upstream product

• 41879-39-4 O-(tert-butyldimethylsilanyl)hydroxylamine 
• 1011-84-3 4-nitrobenzohydroximoyl chloride 

Downstream Products

• 3858-83-1 p-aminobenzamidine 
• 1610930-41-0 p-amino-O,O'-bis(tert-butyldimethylsilyl)-N,N'-dihydroxybenzamidine 
• 1610930-44-3 p-amino-N,N'-dihydroxybenzamidine 

Relevant articles and documents

Synthesis of p-amino-N,N′-dihydroxybenzamidine using a TBDMS protecting group protocol

A synthetic route to p-amino-N,N′-dihydroxybenzamidine is established using a TBDMS protecting group strategy starting with p-nitrobenzhydroxamic acid chloride, which is transformed to O,O′-bis(tert-butyldimethylsilyl)- N,N′-dihydroxybenzamidine. Reduction with sodium dithionite occurs without degradation of the dihydroxyamidine functional group. Deprotection with ammonium fluoride is fast and efficient. This is important because no other possibility to synthesize this derivative has been found up to now. Furthermore, TBDMS protecting group strategy is proved to be adaptable to other substituted N,N′-dihydroxybenzamidines.