Phenol → HCID 54032816, compound

HRID 1494009Notes

Reaction equation

HRID 1494009 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:8]([NH:11][S:12](Cl)(=[O:14])=[O:13])([CH3:10])[CH3:9].C(N)(C)C.S(Cl)(Cl)(=O)=O.[Sb](Cl)(Cl)(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[C:1]1([O:7][S:12](=[O:14])(=[O:13])[NH:11][CH:8]([CH3:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 5

HCID 996PhenolHCID 6363IsopropylamineHCID 24294Antimony pentachlorideHCID 24648Sulfuryl chlorideHCID 117737Isopropylsulphamoyl chloride

Product 1

HCID 54032816HCID 54032816, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

This compound was prepared according to the procedure of Example 37. Thus a solution of 16.2 g (0.17 mole) of phenol and 33.0 g (0.21 mole) of N-isopropylsulfamoyl chloride (prepared from isopropylamine, sulfuryl chloride and antimony pentachloride by the procedure of Example 2, part a) in 150 ml of toluene gave a dark oil which was purified by column chromatography on silica gel using ethyl acetate-hexanes (1:16) to elute the product. Desired fractions were combined and concentrated to yield 11.7 g (32%) of the title compound as a light-yellow oil.

Workup

  1. customThis compound was prepared
  2. customgave a dark oil which
  3. customwas purified by column chromatography on silica gel
  4. washto elute the product
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-37be341bb2dd4b3fa9354bfe785a43c7
Source dataset
uspto-grants-1991_06
Patent number
US05025031

Reaction notes

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