Phenyl isocyanate → HCID 70344828, compound

HRID 2256343Notes

Reaction equation

HRID 2256343 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 methanol-isopropyl 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 methanol-isopropyl ether

Sources & evidence

ORD record
ord-f303008ac6104a3189df7016c8b8958a
Source dataset
uspto-grants-1997_08
Patent number
US05654296

Reaction notes

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