Chlorosulfonic acid → 4-Propoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenesulphonyl chloride

HRID 2249440Notes

Reaction equation

HRID 2249440 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[NH:16][C:15](=[O:17])[C:14]2=[C:18]([CH3:24])[N:19]=[C:20]([CH2:21][CH2:22][CH3:23])[N:13]2[N:12]=1)[CH2:2][CH3:3].[Cl:25][S:26](O)(=[O:28])=[O:27]>>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([S:26]([Cl:25])(=[O:28])=[O:27])=[CH:7][C:6]=1[C:11]1[NH:16][C:15](=[O:17])[C:14]2=[C:18]([CH3:24])[N:19]=[C:20]([CH2:21][CH2:22][CH3:23])[N:13]2[N:12]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 1358567372-(2-Propoxy-phenyl)-5-methyl-7-propyl-3h-imidazo[5,1-f][1,2,4]triazin-4-one

Product 1

HCID 1358567364-Propoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenesulphonyl chloride

Procedure

At 0° C., 2.80 g (8.6 mmol) of 2-(2-propoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one are added slowly to 5.13 ml of chlorosulphonic acid. The reaction mixture is stirred at room temperature overnight and then poured into ice-water and extracted with dichloromethane. This gives 3.50 g (96%) of a colourless foam. Rf=0.49 (dichloromethane/methanol=95:5)

Workup

  1. extractionextracted with dichloromethane

Sources & evidence

ORD record
ord-eda35359f6854fafbea3d6d9351142b5
Source dataset
uspto-grants-2008_01
Patent number
US07314871B2

Reaction notes

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