1-(1-Isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene → Urea alpha-methyl styrene

HRID 1196690Notes

Reaction equation

HRID 1196690 reaction equation
CC(N)COCC(OCC(OCC([NH2:16])C)C)C.[C:18]([C:21]1[CH:22]=[C:23]([CH:30]=[CH:31][CH:32]=1)C([N:27]=[C:28]=[O:29])(C)C)([CH3:20])=[CH2:19]>CC(CCC)=O>[NH2:27][C:28]([NH2:16])=[O:29].[CH3:20][C:18]([C:21]1[CH:22]=[CH:23][CH:30]=[CH:31][CH:32]=1)=[CH2:19]

Participants

4

Reactant 2

HCID 6041521-(1-Isocyanato-1-methylethyl)-3-(1-methylethenyl)benzeneHCID 15131492Jeffamine

Product 1

HCID 86745846Urea alpha-methyl styrene

Reagents, catalysts & solvents 1

HCID 78952-PentanoneSolvent2×

Procedure

59.95 g (0.010 m) of α,ω-Di-(1-methyl-aminoethyl)-poly-(ethylene oxide) of MW 5995 (Jeffamine-ED 6000) and 59.95 g of anhydrous methyl propyl ketone are charged into a 3-necked round bottomed flask which has been equipped with a stirrer, nitrogen inlet, condenser, thermometer and dropping funnel. The solution is stirred at room temperature under dry nitrogen, then 4.02 g (0.020 mole) of m-isopropenyl-alpha,alpha-dimethylbenzyl isocyanate (MW 201) dissolved in 3.1 g of anhydrous methylpropyl ketone are added slowly from the dropping funnel. The mildly exothermic reaction is maintained at 35° C. and below by water bath cooling for 1 hour, at which time an IR analysis shows the reaction to be complete.

Workup

  1. customhas been equipped with a stirrer, nitrogen inlet, condenser
  2. additionare added slowly from the dropping funnel
  3. customThe mildly exothermic reaction
  4. temperatureis maintained at 35° C. and below by water bath
  5. temperaturecooling for 1 hour, at which time an IR analysis
  6. customthe reaction

Sources & evidence

ORD record
ord-8cff669d25f346b7b0f7798ae4d41a38
Source dataset
uspto-grants-1992_05
Patent number
US05115056

Reaction notes

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