Chlorosulfonyl isocyanate → HCID 15616167, compound

HRID 1088583Notes

Reaction equation

HRID 1088583 reaction equation
Cl[S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3].[CH3:8][C:9]1[CH:20]=[CH:19][CH:18]=[C:11]([C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])[C:10]=1[OH:21]>C1(C)C=CC=CC=1>[N:5]([S:2]([O:21][C:10]1[C:9]([CH3:8])=[CH:20][CH:19]=[CH:18][C:11]=1[C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13])(=[O:4])=[O:3])=[C:6]=[O:7]

Participants

4

Reactant 2

HCID 70918Chlorosulfonyl isocyanateHCID 11229285HCID 11229285, compound

Product 1

HCID 15616167HCID 15616167, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
110 °C

Procedure

A solution of 3.7 g (0.026 mole) of chlorosulfonylisocyanate in 25 ml of absolute toluene are added dropwise to a solution of 4.8 g (0.025 mole) of allyl 3-methylsalicylate in 25 ml of absolute toluene, at 25° C. When the dropwise addition is complete, the temperature is increased slowly to 110° C., and the mixture is refluxed for 6 hours. The mixture is cooled and the solvent is removed on a rotary evaporator. The yellow oil remaining (7.5 g 100% of theory) is employed without further purification.

Workup

  1. additionWhen the dropwise addition
  2. temperaturethe mixture is refluxed for 6 hours
  3. temperatureThe mixture is cooled
  4. customthe solvent is removed on a rotary evaporator
  5. customis employed without further purification

Sources & evidence

ORD record
ord-2da8b3d6df6f46eaaf5fcd659ddfef57
Source dataset
uspto-grants-1990_10
Patent number
US04963180

Reaction notes

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