Phenyl isocyanate → HCID 13933221, compound

HRID 1380191Notes

Reaction equation

HRID 1380191 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-2a8e40734a7548548ed1c57edfebb535
Source dataset
uspto-grants-1986_04
Patent number
US04579947

Reaction notes

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