Ammonium Hydroxide → HCID 68537588, compound

HRID 1187393Notes

Reaction equation

HRID 1187393 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:19][CH2:20][CH2:21][CH2:22][O:23][N:24]2C(=O)C3C(=CC=CC=3)C2=O)[C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N+:10]([O-])=[CH:9][C:8]=2[N:18]=1)[CH2:2][CH2:3][CH3:4].[OH-].[NH4+:36]>ClC(Cl)C>[NH2:24][O:23][CH2:22][CH2:21][CH2:20][CH2:19][N:6]1[C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[C:9]([NH2:36])[C:8]=2[N:18]=[C:5]1[CH2:1][CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 68539381HCID 68539381, compound

Product 1

HCID 68537588HCID 68537588, compoundYield 30.9%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

A mixture of 2-[4-(2-butyl-5-oxido-1H-imidazo[4,5-c]quinolin-1-yl)butoxy]-1H-isoindole-1,3(2H)-dione (8.92 g, 19.5 mmol) in dichloroethane (100 mL) was shaken vigorously until it became homogeneous. With vigorous stirring, ammonium hydroxide (100 mL) andp-toluenesulfonyl chloride (4.45 g, 23.4 mmol) were added sequentially. The reaction was stirred overnight at room temperature. The product was present as a white precipitate, which was isolated by filtration to provide 1.97 g of 1-[4-(aminooxy)butyl]-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine as a white solid.

Workup

  1. stirringThe reaction was stirred overnight at room temperature
  2. customwhich was isolated by filtration

Sources & evidence

ORD record
ord-e423dde7d0fe474d954c351829da4391
Source dataset
uspto-grants-2014_03
Patent number
US08673932B2

Reaction notes

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