Diethylamine → N,N-Diethyl-4-phenylquinoline-2-carboxamide
Reaction equation
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:9]([C:17]([OH:19])=O)[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)(Cl)=O.[CH2:24]([NH:26][CH2:27][CH3:28])[CH3:25]>>[CH2:24]([N:26]([CH2:27][CH3:28])[C:17]([C:9]1[CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1)=[O:19])[CH3:25]Participants
4
Procedure
The process is carried out as for Example 1, starting from 2 g of 4-phenyl quinoline 2-carboxylic acid, 6 ml of thionyl chloride and 8.3 ml of diethylamine. After treatment, 2.3 g of N,N-diethyl 4-phenyl quinoline 2-carboxamide are isolated in the form of an orange oil. After crystallization from a 50/50 hexane-ether mixture, the product has a melting point lower than 50° C.
Sources & evidence
- ORD record
- ord-46038828dcb84a03a7249cc0e8ab41ed
- Source dataset
- uspto-grants-1985_02
- Patent number
- US04499094
Reaction notes
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