Stannous Chloride → N*7*-Phenyl-quinoline-7,8-diamine

HRID 513809Notes

Reaction equation

HRID 513809 reaction equation
[N+:1]([C:4]1[C:5]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[CH:9]2)([O-])=O.Cl[Sn]Cl>CCO>[C:15]1([NH:14][C:5]2[C:4]([NH2:1])=[C:13]3[C:8]([CH:9]=[CH:10][CH:11]=[N:12]3)=[CH:7][CH:6]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 68183224HCID 68183224, compound

Product 1

HCID 131733285N*7*-Phenyl-quinoline-7,8-diamineYield 64.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a similar fashion using route 19 general procedure 29, (8-nitro-quinolin-7-yl)-phenyl-amine 574 (100 mg, 0.37 mmol), SnCl2 (425 mg, 1.8 mmol) and EtOH (10 ml) gave the title compound (56 mg, 62%) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-188e9b9a32a94ddab61bf168c29a9716
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

Loading…