Ethanolamine → HCID 178527572, compound

HRID 1448047Notes

Reaction equation

HRID 1448047 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][CH:10]=[C:11]([S:13](Cl)(=[O:15])=[O:14])[N:12]=2)=[CH:4][CH:3]=1.[CH2:17]([CH2:19][NH2:20])[OH:18].O>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][CH:10]=[C:11]([S:13](=[O:15])(=[O:14])[NH:20][CH2:19][CH2:17][OH:18])[N:12]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 700EthanolamineHCID 962WaterHCID 178527434HCID 178527434, compound

Product 1

HCID 178527572HCID 178527572, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-(4-chlorophenyl)-4-chlorosulfonylimidazole (1.3 g 0.005 m) in dioxane (15 ml) was added ethanolamine (0.61 g 0.01 ml). After 15 minutes the dioxane was removed under reduced pressure (20 mm) to yield a gum. The gum was slurried with water to yield a solid. The solid was filtered and recrystallized from acetonitrile to give 400 mg of 2-(4-chlorophenyl)-4-(2-hydroxyethylsulfamoyl)imidazolemelting at 210°-212°. (20% yield).

Workup

  1. customAfter 15 minutes the dioxane was removed under reduced pressure (20 mm)
  2. customto yield a gum
  3. customto yield a solid
  4. filtrationThe solid was filtered
  5. customrecrystallized from acetonitrile
  6. customto give 400 mg of 2-(4-chlorophenyl)-4-(2-hydroxyethylsulfamoyl)imidazolemelting at 210°-212°

Sources & evidence

ORD record
ord-1b31091711b440358642651f8f055a41
Source dataset
uspto-grants-1979_12
Patent number
US04179512

Reaction notes

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