2,6-Diisopropylphenyl isocyanate → HCID 66778235, compound

HRID 2094197Notes

Reaction equation

HRID 2094197 reaction equation
C(C1C=CC=C(C(C)C)C=1N=[C:14]=[O:15])(C)C.[N:16]1[CH:21]=[CH:20][CH:19]=[C:18]([NH:22][C:23]2([C:29]([NH2:31])=[O:30])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH:17]=1>C1(C)C=CC=CC=1>[N:16]1[CH:21]=[CH:20][CH:19]=[C:18]([N:22]2[C:23]3([CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[C:29](=[O:30])[NH:31][C:14]2=[O:15])[CH:17]=1

Participants

4

Reactant 2

HCID 922592,6-Diisopropylphenyl isocyanateHCID 66618594HCID 66618594, compound

Product 1

HCID 66778235HCID 66778235, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
200 °C

Procedure

150 μl (0.71 mmol, 1.2 eq.) of 2,6-diisopropylphenylisocyanate are added to a solution of 130 mg (0.59 mmol, 1 eq.) of 1-(pyridin-3-ylamino)-cyclohexanecarboxylic acid amide in 5 ml of toluene. The reaction medium is stirred at 200° C. for 1 hour 30 minutes under microwave irradiation. The toluene is evaporated off and the residue is purified on silica gel (heptane and then with an increasing percentage of ethyl acetate). 1-Pyridin-3-yl-1,3-diaza-spiro[4.5]decane-2,4-dione is obtained in the form of a white solid. Melting point=264-266° C.

Workup

  1. customThe toluene is evaporated off
  2. customthe residue is purified on silica gel (heptane

Sources & evidence

ORD record
ord-9bd5122562de435a9587e580fc42d6df
Source dataset
uspto-grants-2013_05
Patent number
US08445523B2

Reaction notes

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