Ammonia → 7-Amino-3-chloroquinoline-8-carbonitrile
Reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7](Cl)[C:6]=2[C:13]#[N:14].[NH3:15]>CO>[NH2:15][C:7]1[C:6]([C:13]#[N:14])=[C:5]2[C:10]([CH:11]=[C:2]([Cl:1])[CH:3]=[N:4]2)=[CH:9][CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
110 g of 3,7-dichloro-8-cyanoquinoline, 500 ml of methanol and 500 ml of liquid ammonia were heated at 150° C. for 10 hours in an autoclave. The pressure was let down, after which the discharged mixture was filtered under suction, and the solid was recrystallized from methylglycol, in the presence of active charcoal. 54 g of 7-amino-3-chloro-8-cyanoquinoline of melting point 246° C. were obtained. Yield: 53% of theory.
Workup
- filtrationafter which the discharged mixture was filtered under suction
- customthe solid was recrystallized from methylglycol, in the presence of active charcoal
Sources & evidence
- ORD record
- ord-cb67630bef864498b6d418c5300bfc03
- Source dataset
- uspto-grants-1985_04
- Patent number
- US04511393
Reaction notes
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