Ethanolamine → HCID 28345299, compound

HRID 2237839Notes

Reaction equation

HRID 2237839 reaction equation
[Br:1][C:2]1[S:6][C:5]([S:7](Cl)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[CH2:11]([CH2:13][NH2:14])[OH:12].C([O-])(O)=O.[Na+]>ClCCl>[OH:12][CH2:11][CH2:13][NH:14][S:7]([C:5]1[S:6][C:2]([Br:1])=[CH:3][CH:4]=1)(=[O:9])=[O:8]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 516892Sodium BicarbonateHCID 27339245-Bromothiophene-2-sulfonyl chloride

Product 1

HCID 28345299HCID 28345299, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5-bromo-thiophene-2-sulfonyl chloride (1.5 g, 4. mmol) and ethanolamine (0.72 mL, 12 mmol) in dichloromethane (8 mL)/sat. NaHCO3 solution (8 mL) was stirred at 20° C. for 28 h. The mixture was partitioned between AcOEt (50 mL) and H2O (150 mL). The organic layer was dried (Na2SO4) and evaporated to give the title compound (1.07 g, 93%) as a pale-yellow oil. MS (ISP) 284.0 [(M−H)−].

Workup

  1. customThe mixture was partitioned between AcOEt (50 mL) and H2O (150 mL)
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-dc1fed34bb104e2d97534fe1272b02d6
Source dataset
uspto-grants-2010_05
Patent number
US07718661B2

Reaction notes

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