Phenyl isocyanate → HCID 13933221, compound

HRID 543178Notes

Reaction equation

HRID 543178 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:11][CH2:10][CH2:9][N:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[CH2:7][CH2:6]1.[C:20]1([N:26]=[C:27]=[O:28])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(Cl)Cl>[ClH:19].[ClH:19].[Cl:19][C:16]1[CH:15]=[CH:14][C:13]([CH2:12][N:8]2[CH2:9][CH2:10][CH2:11][N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:27]([NH:26][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:28])[CH2:6][CH2:7]2)=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 20205741HCID 20205741, compound

Product 1

HCID 13933221HCID 13933221, compoundYield 210.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(3-Aminopropyl)-4-(4-chlorobenzyl)homopiperazine (1.03 g; 3.7 mmole) was reacted with phenyl isocyanate (0.55 g; 4.6 mmole) in methylene chloride (15 ml) for two hours in the manner described in Example 17. The crude product was isolated, purified on silica gel and converted into the hydrochloride in analogous manner. The title compound (1.23 g; 83% yield) was obtained as colorless crystals, m.p. 125°-135° C.

Workup

  1. customThe crude product was isolated
  2. custompurified on silica gel

Sources & evidence

ORD record
ord-4fe2ee7f38864a7ab38a6dc96fbb3ea6
Source dataset
uspto-grants-1987_04
Patent number
US04661481

Reaction notes

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