Triethylamine → HCID 86705334, compound

HRID 339910Notes

Reaction equation

HRID 339910 reaction equation
[CH3:1][O:2][C:3]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:4]=1[CH2:5][NH:6][S:7]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][OH:18])=[CH:13][CH:12]=1)(=[O:9])=[O:8].C(N(CC)CC)C.[CH3:32][S:33](Cl)(=[O:35])=[O:34]>ClCCl.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:4]=1[CH2:5][NH:6][S:7]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][O:18][S:33]([CH3:32])(=[O:35])=[O:34])=[CH:13][CH:12]=1)(=[O:9])=[O:8]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 68292321HCID 68292321, compound

Product 1

HCID 86705334HCID 86705334, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of N-(2,4-dimethoxybenzyl)-C-(4-hydroxymethylphenyl)methanesulfonamide (6 g) were added, at 0° C., triethylamine (4.5 ml) and, gradually, methanesulfonyl chloride in dichloromethane (2.2 ml in 50 ml). The mixture was stirred for 1.5 h and then diluted with ethyl acetate. After washing with water, 1 M hydrochloric acid and sodium chloride solution, the organic phase was dried over magnesium sulfate and concentrated. This gave the product (7 g) with a molecular weight of 429.5 g/mol (C18H23NO7S2).

Workup

  1. washAfter washing with water, 1 M hydrochloric acid and sodium chloride solution
  2. dry with materialthe organic phase was dried over magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-77e8b2f6765b48af8f2695aca007a059
Source dataset
uspto-grants-2014_11
Patent number
US08895547B2

Reaction notes

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