Chlorosulfonyl isocyanate → HCID 19899631, compound

HRID 1029324Notes

Reaction equation

HRID 1029324 reaction equation
Cl[S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3].[Cl:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18]>C1(C)C(C)=CC=CC=1>[Cl:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 70918Chlorosulfonyl isocyanateHCID 190794512-(2-Chloroethoxy)phenol

Product 1

HCID 19899631HCID 19899631, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
140 °C

Procedure

3.4 g (0.024 mol) of chlorosulfonyl isocyanate are added dropwise at 25° C. to a solution of 3.45 g (0.02 mol) of 2-(2-chloroethoxy)phenol in 20 ml of xylene. When the dropwise addition is complete, the temperature is increased slowly to 140° C., and the mixture is refluxed for 2 hours. The mixture is cooled and the solvent as well as excess chlorosulfonyl isocyanate are removed on a rotary evaporator. The yellow oil which remains (5.6 g=100% of theory) is employed without further purification.

Workup

  1. additionWhen the dropwise addition
  2. temperaturethe mixture is refluxed for 2 hours
  3. temperatureThe mixture is cooled
  4. customthe solvent as well as excess chlorosulfonyl isocyanate are removed on a rotary evaporator
  5. customis employed without further purification

Sources & evidence

ORD record
ord-317c90ecf6bf4c5aa99533eddb5908ef
Source dataset
uspto-grants-1992_04
Patent number
US05102443

Reaction notes

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