3-Chloropropanesulphonyl chloride → HCID 23450084, compound

HRID 1839037Notes

Reaction equation

HRID 1839037 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5](Cl)(=[O:7])=[O:6].[NH2:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]1[C:27]2[C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N:20]=[C:19]([NH2:28])[C:18]=2[N:17]=[C:16]1[CH3:29]>>[O:6]=[S:5]1(=[O:7])[CH2:4][CH2:3][CH2:2][N:9]1[CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]1[C:27]2[C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N:20]=[C:19]([NH2:28])[C:18]=2[N:17]=[C:16]1[CH3:29]

Participants

3

Reactant 2

HCID 154103-Chloropropanesulphonyl chlorideHCID 10401692HCID 10401692, compound

Product 1

HCID 23450084HCID 23450084, compoundYield 48.9%

Procedure

Using the general method of Example 5, chloropropylsulfonyl chloride (0.13 ml, 1.05 mmol) was reacted with 1-[2-(2-aminoethoxy)ethyl]-2-methyl-1H-imidazo[4,5-c]quinolin-4-amine (0.3 g, 1.05 mmol). Recrystallization from 2-propanol yielded 0.2 g of 1-{2-[2-(1,1-dioxidoisothiazolidin-2-yl)ethoxy]ethyl}-2-methyl-1H-imidazo[4,5-c]quinolin-4-amine as an off-white powder, m.p. 186.0-187.0° C.

Workup

  1. customRecrystallization from 2-propanol

Sources & evidence

ORD record
ord-1e541985b19048a3908e57b4bf265393
Source dataset
uspto-grants-2004_01
Patent number
US06677347B2

Reaction notes

Loading…