Triethylamine → HCID 54154263, compound

HRID 327741Notes

Reaction equation

HRID 327741 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=1)[O:12][CH2:13][CH2:14][OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:19](Cl)(=[O:22])(=[O:21])[NH2:20].C(N(CC)CC)C>C(#N)C>[C:2]1([CH2:1][O:8][C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=2)[O:12][CH2:13][CH2:14][O:15][S:19](=[O:22])(=[O:21])[NH2:20])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24499Chlorosulfamic acidHCID 121470482-(3-Benzyloxyphenoxy)ethanol

Product 1

HCID 54154263HCID 54154263, compoundYield 44.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

This compound was prepared according to the procedure used in Example 101. Thus, a mixture of 14.7 g (0.06 mole) of 2-(3-benzyloxyphenoxy)ethanol, 17 ml (0.066 mole) of sulfamoyl chloride (3.9M solution in acetonitrile) and 7.0 g (0.069 mole) of triethylamine in 150 ml of acetonitrile gave a viscous, oily residue. The oil was triturated with benzene-petroleum ether (30°-60° C.) and the solid was collected by filtration. The solid was recrystallized from chloroform to yield 8.6 g (44%) of a white solid, mp 107°-109° C.

Workup

  1. customThis compound was prepared
  2. customgave a viscous, oily residue
  3. customThe oil was triturated with benzene-petroleum ether (30°-60° C.)
  4. filtrationthe solid was collected by filtration
  5. customThe solid was recrystallized from chloroform

Sources & evidence

ORD record
ord-866266675e924b7783ff02784b1394b7
Source dataset
uspto-grants-1993_12
Patent number
US05273993

Reaction notes

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