Diisopropylaniline → HCID 10615554, compound

HRID 1614659Notes

Reaction equation

HRID 1614659 reaction equation
[CH:1]([C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([CH:11]([CH3:13])[CH3:12])[C:5]=1[NH2:6])([CH3:3])[CH3:2].[Cl:14][S:15]([N:18]=[C:19]=[O:20])(=[O:17])=[O:16]>CCOCC>[CH3:12][CH:11]([C:7]1[CH:8]=[CH:9][CH:10]=[C:4]([CH:1]([CH3:3])[CH3:2])[C:5]=1[NH:6][C:19]([NH:18][S:15]([Cl:14])(=[O:17])=[O:16])=[O:20])[CH3:13]

Participants

4

Reactant 2

HCID 32484DiisopropylanilineHCID 70918Chlorosulfonyl isocyanate

Product 1

HCID 10615554HCID 10615554, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
-15 °C

Procedure

A solution of 2,6 diisopropylaniline (30.0 g, 0.169 moles) in 150 mL Et2O was added dropwise to a solution of N chlorosulfonyl isocyanate (14.73 mL, 0.169 moles) in 100 mL Et2O at -15° C (acetone/ice bath) under an atmosphere of N2. The resulting off white suspension was stirred at -15° C. for 1 hour and the solid was collected by vacuum filtration. The solid was washed with hexanes and air dried to give 53.79 g (99%) of the title compound as a white solid, mp 130-134° C.

Workup

  1. filtrationthe solid was collected by vacuum filtration
  2. washThe solid was washed with hexanes and air
  3. customdried

Sources & evidence

ORD record
ord-d5b99c88d85d418abbf4071e4d0db8e0
Source dataset
uspto-grants-1993_03
Patent number
US05198466

Reaction notes

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