Ethanolamine → HCID 28345299, compound

HRID 558538Notes

Reaction equation

HRID 558538 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-f5b965ba302d412eaedc10b332804cd5
Source dataset
uspto-grants-2011_11
Patent number
US08063048B2

Reaction notes

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