Ethyl p-toluate → HCID 19023272, compound

HRID 1034283

Reaction equation

[CH:1]1([N:7]([CH3:18])[S:8]([C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CC1C=CC(C(OCC)=O)=CC=1.C1C(=O)N([Br:38])C(=O)C1>>[CH:1]1([N:7]([CH3:18])[S:8]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][Br:38])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 3

HCID 66743Ethyl p-toluate

HCID 67184N-bromobutanimide

HCID 614169N-Cyclohexyl-N,4-dimethylbenzenesulfonamide

Product 1

HCID 19023272HCID 19023272, compoundYield 90.1%

Procedure

Utilising the procedure described in Example 1(a) employing N-cyclohexyl-N-methyl 4-methylbenzenesulphonamide (20.0 g, 0.075 mol) in lieu of ethyl 4-methylbenzoate and two equivalents of NBS (27.0 g, 0.15 mol) yielded a crude product of N-cyclohexyl-N-methyl 4-bromomethylbenzenesulphonamide (23.4 g, 90%) as an orange oil.

Sources & evidence

ORD record: ord-bdb763b948854923a02d346864ef977a
Source dataset: uspto-grants-1994_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05314880

Linked notes

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