Sulfuric acid magnesium salt (1:1) → 3-[(3-Amino-2-chloroquinolin-4-yl)amino]propan-1-ol

HRID 415480Notes

Reaction equation

HRID 415480 reaction equation
[Cl:1][C:2]1[C:11]([N+:12]([O-])=O)=[C:10]([NH:15][CH2:16][CH2:17][CH2:18][OH:19])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.S([O-])([O-])(=O)=O.[Mg+2]>>[NH2:12][C:11]1[C:2]([Cl:1])=[N:3][C:4]2[C:9]([C:10]=1[NH:15][CH2:16][CH2:17][CH2:18][OH:19])=[CH:8][CH:7]=[CH:6][CH:5]=2

Participants

3

Reactant 2

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 866337273-[(2-Chloro-3-nitroquinolin-4-yl)amino]propan-1-ol

Product 1

HCID 866337283-[(3-Amino-2-chloroquinolin-4-yl)amino]propan-1-olYield 111.9%

Procedure

The method of Part B of Example 1 was used to hydrogenate 3-[(2-chloro-3-nitroquinolin-4-yl)amino]propan-1-ol (10.0 g, 35.5 mmol) with the modifications that the reaction was stopped after one hour, and magnesium sulfate was added to the mixture before filtration. 3-[(3-Amino-2-chloroquinolin-4-yl)amino]propan-1-ol (10 g) was isolated as an amber oil and was combined with material made in separate experiments.

Sources & evidence

ORD record
ord-7fd4a8ab85b64f569edca1fd39d45f2f
Source dataset
uspto-grants-2012_01
Patent number
US08088790B2

Reaction notes

Loading…