3,4-Dimethoxybenzenesulfonyl chloride → HCID 44140044, compound

HRID 2425856Notes

Reaction equation

HRID 2425856 reaction equation
[F:1][C:2]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:3]=1[CH2:4][C:5]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[C:6]=1[NH2:7].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([S:29](Cl)(=[O:31])=[O:30])[CH:24]=[CH:25][C:26]=1[O:27][CH3:28]>O1CCCC1.N1C=CC=CC=1.C(OCC)(=O)C>[F:1][C:2]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:3]=1[CH2:4][C:5]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[C:6]=1[NH:7][S:29]([C:23]1[CH:24]=[CH:25][C:26]([O:27][CH3:28])=[C:21]([O:20][CH3:19])[CH:22]=1)(=[O:31])=[O:30]

Participants

6

Reactant 2

HCID 27341833,4-Dimethoxybenzenesulfonyl chlorideHCID 44140043HCID 44140043, compound

Product 1

HCID 44140044HCID 44140044, compoundYield 73%

Reagents, catalysts & solvents 3

HCID 1049PyridineSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

3.8 g of 2-(2,6-difluorobenzyl)-6-methoxyaniline are dissolved in 36 ml of tetrahydrofuran and 1.2 ml of pyridine, and then 4.06 g of 3,4-dimethoxybenzene-sulfonyl chloride are then added. After 18 hours at room temperature, the reaction medium is taken up in ethyl acetate and then hydrolyzed, the organic phase is dried over anhydrous sodium sulfate and concentrated. The residue is solidified in a toluene/ethyl acetate mixture (9/1) (v/v) in order to obtain 5 g of expected product.

Workup

  1. dry with materialthe organic phase is dried over anhydrous sodium sulfate
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-d45dbe51e5284562923428555c9047f5
Source dataset
uspto-grants-2011_06
Patent number
US07968534B2

Reaction notes

Loading…