Benzenesulfonyl chloride → HCID 9978881, compound

HRID 1839059Notes

Reaction equation

HRID 1839059 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:18]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]=[C:10]([NH2:19])[C:9]=2[N:8]=[C:7]1[CH3:20].[C:21]1([S:27](Cl)(=[O:29])=[O:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[NH2:19][C:10]1[C:9]2[N:8]=[C:7]([CH3:20])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:1][S:27]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)(=[O:29])=[O:28])[C:18]=2[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:11]=1

Participants

3

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 22344425HCID 22344425, compound

Product 1

HCID 9978881HCID 9978881, compoundYield 48.8%

Procedure

Using the general method of Example 232, 1-(4-aminobutyl)-2-methyl-1H-imidazo[4,5-c]quinolin-4-amine (0.50 g, 1.9 mmol) was reacted with benzenesulfonyl chloride (0.24 mL, 1.9 mmol) to provide 0.38 g of N-[4-(4-amino-2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]benzenesulfonamide as brown granules, m.p. 215.4-216.0° C. Analysis: Calculated for C21H23N5O2S: %C, 61.59; %H, 5.66; %N, 17.10; Found %C, 61.24; %H, 5.65; %N, 16.95.

Sources & evidence

ORD record
ord-93c3db842f734ba1b15b497a522bb305
Source dataset
uspto-grants-2004_01
Patent number
US06677349B1

Reaction notes

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