Triethylamine → N-{4-[(6-methoxy-3-methyl-2-phenyl-1-naphthalenyl)oxy]phenyl}ethanesulfonamide

HRID 1993004Notes

Reaction equation

HRID 1993004 reaction equation
[CH3:1][C:2]1[C:3]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:4]([O:14][C:15]2[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=2)[C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([O:12][CH3:13])=[CH:7][CH:6]=2.CCN(CC)CC.[CH2:35]([S:37](Cl)(=[O:39])=[O:38])[CH3:36]>CN(C1C=CN=CC=1)C.C(Cl)Cl>[CH3:13][O:12][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[C:4]([O:14][C:15]1[CH:21]=[CH:20][C:18]([NH:19][S:37]([CH2:35][CH3:36])(=[O:39])=[O:38])=[CH:17][CH:16]=1)=[C:3]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:2]([CH3:1])=[CH:11]2

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 11667Ethanesulfonyl chlorideHCID 685373984-{[3-Methyl-6-(methyloxy)-2-phenyl-1-naphthalenyl]oxy}aniline

Product 1

HCID 68539412N-{4-[(6-methoxy-3-methyl-2-phenyl-1-naphthalenyl)oxy]phenyl}ethanesulfonamide

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A flask containing a solution of 29 (0.21 g, 0.59 mmol), Et3N (0.18 g, 1.78 mmol) and DMAP (0.034 g, 0.28 mmol) in CH2Cl2 (5 mL) was added ethanesulfonyl chloride (0.19 g, 1.48 mmol), dropwise, at RT and the reaction allowed to stir overnight at RT.

Workup

  1. customat RT

Sources & evidence

ORD record
ord-f3e9abcae8e54f869b6e9fde589301bb
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

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