Methanesulfonyl chloride → N-Ethyl-N-(6-methanesulphonamidoquinol-2-ylmethyl)-4-methanesulphonamidophenethylamine hydrochloride

HRID 467084Notes

Reaction equation

HRID 467084 reaction equation
[CH3:1][S:2]([Cl:5])(=[O:4])=[O:3].[CH2:6]([N:8]([CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([NH:29][S:30]([CH3:33])(=[O:32])=[O:31])=[CH:25][CH:24]=1)[CH2:9][C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([NH2:20])[CH:16]=2)[N:11]=1)[CH3:7]>N1C=CC=CC=1>[ClH:5].[CH2:6]([N:8]([CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([NH:29][S:30]([CH3:33])(=[O:31])=[O:32])=[CH:25][CH:24]=1)[CH2:9][C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([NH:20][S:2]([CH3:1])(=[O:4])=[O:3])[CH:16]=2)[N:11]=1)[CH3:7]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 19813422N-ethyl-N-(6-aminoquinol-2-ylmethyl)-4-methanesulphonamidophenethylamine

Product 1

HCID 19813440N-Ethyl-N-(6-methanesulphonamidoquinol-2-ylmethyl)-4-methanesulphonamidophenethylamine hydrochloride

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methanesulphonyl chloride (0.1 g, 1.29 mmole) was reacted with N-ethyl-N-(6-aminoquinol-2-ylmethyl)-4-methanesulphonamidophenethylamine (see Preparation 11B--0.51 g, 1.23 mmole) in pyridine similarly to the procedure of Example 2, giving the free base of the title compound as a gum. The gum was dissolved in ethyl acetate and the solution was diluted with ethereal hydrogen chloride and evaporated to dryness. The residue was triturated with ether to give the title compound as a foam, yield 0.06 g, m.p. 96°.

Sources & evidence

ORD record
ord-78adfe6bebfe4c81af0da43b91a254fa
Source dataset
uspto-grants-1992_10
Patent number
US05158964

Reaction notes

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