Dichloromethane → HCID 13606716, compound

HRID 1380180Notes

Reaction equation

HRID 1380180 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1.[CH:18]1([N:24]=[C:25]=[O:26])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.C(Cl)[Cl:28]>>[ClH:28].[ClH:28].[CH2:11]([N:8]1[CH2:7][CH2:6][N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:25]([NH:24][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[O:26])[CH2:10][CH2:9]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 18502Cyclohexyl isocyanateHCID 31492693-(4-benzylpiperazin-1-yl)propan-1-amine

Product 1

HCID 13606716HCID 13606716, compoundYield 65%

Procedure

A solution of 1-(3-aminopropyl)-4-benzylpiperazine (2 g; 12.9 mmole) and cyclohexyl isocyanate (1.6 g; 12.9 mmole) in methylene chloride (50 ml) was stirred overnight at room temperature. The reaction mixture was concentrated, and the crude product was precipitated as the dihydrochloride from ether in the manner described in Example 6. Recrystallization from ethanol provided the title compound as colorless crystals (3.62 g; 65% yield), m.p. 202°-213° C.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe crude product was precipitated as the dihydrochloride from ether in the manner
  3. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-5b27927fad70474eaf85e5f1508731e1
Source dataset
uspto-grants-1986_04
Patent number
US04579947

Reaction notes

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