Toluene → HCID 3559685, compound

HRID 648437Notes

Reaction equation

HRID 648437 reaction equation
[CH:1]1([N:7]=[C:8]=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:10]([NH2:23])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH2:22].[N-:24]=[C:25]=[O:26].[C:27]1(C)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C1COCC1.C1(C)C=CC=CC=1>[CH:1]1([NH:7][C:8](=[O:9])[NH:23][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:25](=[O:26])[NH:24][CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 1140TolueneHCID 177271,12-DodecanediamineHCID 18502Cyclohexyl isocyanateHCID 105034Isocyanate

Product 1

HCID 3559685HCID 3559685, compound

Reagents, catalysts & solvents 1

HCID 22635083Tetrahydrofuran tolueneSolvent2×

Conditions

Temperature
40 °C

Procedure

30.04 gm (0.240 mole) of cyclohexyl isocyanate was dissolved in 400 mL of 1:1 THF/toluene in a 1000 mL round bottom, 3-neck flask equipped with a thermometer, magnetic stirrer, pressure equalizing dropping funnel, nitrogen purge and heating mantle. The solution in the flask was heated to 40° C. 24.04 gm (0.240 mole) of 1,12-dodecanediamine was dissolved in 400 mL of 1:1 THF/toluene and slowly dropped into the stirred, heated solution of isocyanate. After addition of the diamine, an additional 100 mL of toluene was added to the flask. The temperature was raised to 80° C. and the reaction mixture was refluxed for 12 hours.

Workup

  1. custom3-neck flask equipped with a thermometer, magnetic stirrer, pressure
  2. customnitrogen purge
  3. temperatureheating mantle
  4. additionslowly dropped into the stirred
  5. temperatureThe temperature was raised to 80° C.
  6. temperaturethe reaction mixture was refluxed for 12 hours

Sources & evidence

ORD record
ord-d1bd7c620e5b40d5a9394942d9e620e8
Source dataset
uspto-grants-1988_04
Patent number
US04735885

Reaction notes

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