Phenyl isocyanate → HCID 70344828, compound

HRID 975122Notes

Reaction equation

HRID 975122 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C:5]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][N:7]([CH3:15])[CH2:6]1.[C:22]1([N:28]=[C:29]=[O:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(Cl)(Cl)Cl>[CH3:15][N:7]1[CH2:6][C:5]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([CH2:4][CH2:3][CH2:2][NH:1][C:29]([NH:28][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:30])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8]1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 19028784HCID 19028784, compound

Product 1

HCID 70344828HCID 70344828, compoundYield 68.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 4-(3-aminopropyl)-2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline (0.4 g) in chloroform (10 ml) was added phenyl isocyanate (0.25 g) and the mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated to dryness and the residue was crystallized from methanolisopropyl ether to provide the title compound (0.39 g) as colorless powder.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe residue was crystallized from methanolisopropyl ether

Sources & evidence

ORD record
ord-7bff48c3b1024f5cb39f9e87d81400f8
Source dataset
uspto-grants-1997_03
Patent number
US05607939

Reaction notes

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