Water → HCID 54368629, compound

HRID 1494049Notes

Reaction equation

HRID 1494049 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([O:13][CH:14](O)[CH3:15])=[CH:11][CH:10]=1)[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.[OH2:31]>C(#N)C>[C:2]1([CH2:1][O:8][C:9]2[CH:18]=[CH:17][C:12]([O:13][CH2:14][CH2:15][O:21][S:19](=[O:22])(=[O:31])[NH2:20])=[CH:11][CH:10]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 24499Chlorosulfamic acidHCID 19108700HCID 19108700, compound

Product 1

HCID 54368629HCID 54368629, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred suspension of 30.0 g (0.12 mole) of 4-(benzyloxy)phenoxyethanol in 150 ml of acetonitrile was added simultaneously 59 ml (0.18 mole) of sulfamoyl chloride solution (3.14 M solution in acetonitrile) and 19.5 g (0.19 mole) of triethylamine. The resulting clear solution was stirred at ambient temperature for 5 hr and then poured into 2 L of water. The resulting solid was collected by filtration and the filter cake was washed with 1.5 L of water and dried (air). The solid was recrystallized from chloroform to yield 31.1 g (78%) of a white solid, mp 125°-128° C.

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washthe filter cake was washed with 1.5 L of water
  3. customdried (air)
  4. customThe solid was recrystallized from chloroform

Sources & evidence

ORD record
ord-7ea2e2bd076647598798fa9c3910b1f2
Source dataset
uspto-grants-1991_06
Patent number
US05025031

Reaction notes

Loading…