316-77-8

Basic information

• Product Name: 5-fluoro-6-methoxy-8-nitroquinoline
• CAS NO: 316-77-8
• Molecular Weight: 222.176
• Mol File: 316-77-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-fluoro-6-methoxy-8-nitroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-fluoro-6-methoxy-8-nitroquinoline(316-77-8)
• EPA Substance Registry System: 5-fluoro-6-methoxy-8-nitroquinoline(316-77-8)

Safety Data

• Hazardous Substances Data: 316-77-8(Hazardous Substances Data)

Upstream product

• 85-81-4 6-methoxy-8-nitroquinoline 

Downstream Products

• 170809-21-9 5-fluoro-6-methoxy-8-aminoquinoline 

Relevant articles and documents

Synthesis of the 8-aminoquinoline antimalarial 5-fluoroprimaquine

Several approaches to the synthesis of 5-fluoro-6-methoxy-8- nitroquinoline 5, the key intermediate required for the synthesis of 5- fluoroprimaquine, were investigated. In one approach, 5chloro-6-methoxy-8- nitroquinoline was synthesised and treated with a variety of nucleophilic sources of fluoride. In another approach, electrophilic substitution of 6- methoxy-8-nitroquinoline with (N-fluorosulfonimide, NFSI) was investigated. The final approach to 5 involved a modified Skraup reaction of 5-fluoro-4- methoxy-2-nitroaniline which gave the required intermediate in 30% yield.