4,7-Dichloroquinoline → 3-Amino-5-[(7-chloroquinolin-4-yl)amino]benzonitrile hydrochloride

HRID 1190898Notes

Reaction equation

HRID 1190898 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([NH2:10])[CH:9]=1)[C:5]#[N:6].[Cl:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=2)[N:15]=[CH:14][CH:13]=1>C(O)C>[ClH:11].[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([NH:10][C:12]2[C:21]3[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=3)[N:15]=[CH:14][CH:13]=2)[CH:9]=1)[C:5]#[N:6]

Participants

4

Reactant 2

HCID 68664,7-DichloroquinolineHCID 128973293,5-Diaminobenzonitrile

Product 1

HCID 672483483-Amino-5-[(7-chloroquinolin-4-yl)amino]benzonitrile hydrochlorideYield 74.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3,5-Diaminobenzonitrile (500 mg, 3.76 mmol) and 4,7-dichloroquinoline (744 mg, 1 eq) were stirred at room temperature in 50 mL of ethanol for 18 h. The precipitate was removed by filtration to yield expected compound as a yellow powder (925 mg, 74% yield).

Workup

  1. customThe precipitate was removed by filtration

Sources & evidence

ORD record
ord-e9d6932425db4a00a94ece4326dabe77
Source dataset
uspto-grants-2014_03
Patent number
US08680095B2

Reaction notes

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