2-Methoxyethylamine → HCID 19681765, compound

HRID 1484881Notes

Reaction equation

HRID 1484881 reaction equation
[Br:1][C:2]1[S:6][C:5]([S:7](Cl)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[CH3:11][O:12][CH2:13][CH2:14][NH2:15]>O1CCOCC1>[Br:1][C:2]1[S:6][C:5]([S:7]([NH:15][CH2:14][CH2:13][O:12][CH3:11])(=[O:9])=[O:8])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 27339245-Bromothiophene-2-sulfonyl chloride

Product 1

HCID 19681765HCID 19681765, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 5-bromothiophene-2-sulfonyl chloride (1 g, 3.82 mmol) and 2-methoxyethanamine (0.43 g, 5.73 mmol, 1.5 eq) in 1,4-dioxane (20 mL) was stirred at r.t. for 2.5 h. The mixture was evaporated under reduced pressure. The residue was purified by column chromatography (PE100%-EtOAc100%) to afford 5-bromo-N-(2-methoxyethyl)thiophene-2-sulfonamide (1 g, 87%). LC-MS (m/z)=301 [M+H]+.

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. customThe residue was purified by column chromatography (PE100%-EtOAc100%)

Sources & evidence

ORD record
ord-bb997887d22c44a99904d6438e9e76bf
Source dataset
uspto-grants-2016_08
Patent number
US09422271B2

Reaction notes

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