Ethanolamine → HCID 14372128, compound

HRID 1382988Notes

Reaction equation

HRID 1382988 reaction equation
[S:1]([C:5]1[O:13][C:12]2[CH:11]=[CH:10][N:9]=[C:8](Cl)[C:7]=2[CH:6]=1)(=[O:4])(=[O:3])[NH2:2].[NH2:15][CH2:16][CH2:17][OH:18]>O>[S:1]([C:5]1[O:13][C:12]2[CH:11]=[CH:10][N:9]=[C:8]([NH:15][CH2:16][CH2:17][OH:18])[C:7]=2[CH:6]=1)(=[O:4])(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 14372125HCID 14372125, compound

Product 1

HCID 14372128HCID 14372128, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 2-sulfamoyl-4-chloro-furo[3,2-c]pyridine (1.75 g, 7.5 mmol) in 2-aminoethanol (5.5 ml, 91 mmol) was heated at 110° C. for 5 hours. This solution was diluted with water and the product was extracted into ethyl acetate. The ethyl acetate extract was evaporated and the residue was triturated with diethyl ether to give solid product (1.48 g). This material was recrystallized from ethyl acetate to give pure product (1.38 g, 71% yield), m.p. 192°-195° C.

Workup

  1. extractionthe product was extracted into ethyl acetate
  2. extractionThe ethyl acetate extract
  3. customwas evaporated
  4. customthe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-c400d3c30444478ba0fcea1caf6c2924
Source dataset
uspto-grants-1989_02
Patent number
US04808595

Reaction notes

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