Diisopropylaniline → HCID 10615554, compound

HRID 1975755Notes

Reaction equation

HRID 1975755 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].[C:14](=[O:20])=[N:15][S:16]([Cl:19])(=[O:18])=[O:17]>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:14]([NH:15][S:16]([Cl:19])(=[O:18])=[O:17])=[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-25f347f55022410084783eb9b8c3bbd0
Source dataset
uspto-grants-1994_02
Patent number
US05288757

Reaction notes

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