4-Butylaniline → HCID 86745780, compound

HRID 1195926Notes

Reaction equation

HRID 1195926 reaction equation
[CH2:1]([C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[CH:12]([S:14]([F:17])(=[O:16])=[O:15])=[CH2:13].[ClH:18].CC(O)C>CN(C=O)C.CC(O)C>[ClH:18].[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([NH:9][CH:13]=[CH:12][S:14]([F:17])(=[O:16])=[O:15])=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 3

HCID 76944-ButylanilineHCID 69612Ethenesulfonyl fluorideHCID 21912024Isopropanol hydrochloride

Product 1

HCID 86745780HCID 86745780, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6228DimethylformamideSolvent

Procedure

The reaction between 4-butylaniline (3.51 g, 23.5 mmol) and ethenesulfonyl fluoride (3.3 mL, 30 mmol) was carried out in DMF (75 mL) as described in Example 16. There was obtained a dark oily residue which was dissolved in a minimal amount of IPA and treated with 1.1 equivalents of HCl/IPA. The title compound (4.66 g, 67% yield) was obtained as a tan solid, mp 153°-156.5° C.

Workup

  1. customThere was obtained a dark oily residue which

Sources & evidence

ORD record
ord-2dea9ef2807747b490fae2f88c5e5245
Source dataset
uspto-grants-1992_05
Patent number
US05112866

Reaction notes

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