Ammonia methanol → 2-amino-N-cyclohexyl-N-methylethanesulfonamide

Reaction equation

[CH:1]1([N:7]([CH3:13])[S:8]([CH:11]=[CH2:12])(=[O:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CO.[NH3:16]>>[CH:1]1([N:7]([CH3:13])[S:8]([CH2:11][CH2:12][NH2:16])(=[O:10])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

Reactant 2

HCID 21705897Ammonia methanol

HCID 58625116N-cyclohexyl-N-methylethenesulfonamide

Product 1

HCID 431759162-amino-N-cyclohexyl-N-methylethanesulfonamide

Procedure

Ethenesulfonic acid cyclohexyl-methyl-amide (0.0167 mol) was reacted with a mixture of methanol/ammonia (10 mL) in an autoclave for 16 hours at room temperature, and then the solvent was evaporated. The residue was purified by column chromatography (eluent: 90:10 CH2Cl2:(CH3OH:NH3)). The purest product fractions were collected and the solvent was evaporated to yield the title compound as a residue.

Workup

customthe solvent was evaporated
customThe residue was purified by column chromatography (eluent: 90:10 CH2Cl2:(CH3OH:NH3))
customThe purest product fractions were collected
customthe solvent was evaporated

Sources & evidence

ORD record: ord-29190851ef6e425c8443a79478759340
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08426429B2

Reaction notes

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