Phenyl isocyanate → HCID 19874960, compound

HRID 465634Notes

Reaction equation

HRID 465634 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:10][CH:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH:19]([CH3:21])[CH3:20])[C:14]=1[NH:22][C:23](=[O:38])[CH2:24][NH:25][CH2:26][C:27]1([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:31][CH2:30][CH2:29][CH2:28]1)[CH3:12]>C(OCC)(=O)C>[CH3:12][CH:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH:19]([CH3:20])[CH3:21])[C:14]=1[NH:22][C:23](=[O:38])[CH2:24][N:25]([C:8]([NH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:9])[CH2:26][C:27]1([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH2:31][CH2:30][CH2:29][CH2:28]1)[CH3:10]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 19874901HCID 19874901, compound

Product 1

HCID 19874960HCID 19874960, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Phenylisocyanate (0.092 g) was added to a solution of the product of Example 6 (0.250 g) in a few mL ethyl acetate at room temperature. The reaction mixture was allowed to sit 4 days at room temperature, concentrated, and the resulting white solid collected by filtration from a slurry in hexane. 0.30 g (94%). NMR (CDCl3) δ 1.14 (12H, d), δ 1.59-2.10 (8H, m), δ 3.04 (2H, m), δ 3.61 (2H, s), δ 4.12 (2H, bs), δ 5.55 (1H, s), δ 6.77-7.51 (13H, m), δ 8.26 (1H, bs). IR (KBr) 2963, 2871, 1668, 1599, 1534, 1501, 1446, 1312, 1240, 703 cm-1.

Workup

  1. concentrationconcentrated
  2. filtrationthe resulting white solid collected by filtration from a slurry in hexane

Sources & evidence

ORD record
ord-6445eca718284609b982641cf3afc831
Source dataset
uspto-grants-1992_10
Patent number
US05153226

Reaction notes

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