Triethylamine → 1-{3-[4-(4-Chlorobenzyl)piperazin-1-yl]propyl}-3-(n-dodecyl)urea dihydrochloride

HRID 543196

Reaction equation

HRID 543196 reaction equation
[CH2:1]([N:13]=[C:14]=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[ClH:16].Cl.Cl.[NH2:19][CH2:20][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][N:26]([CH2:29][C:30]2[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=2)[CH2:25][CH2:24]1.C(N(CC)CC)C>C(Cl)Cl>[ClH:36].[ClH:16].[Cl:36][C:33]1[CH:34]=[CH:35][C:30]([CH2:29][N:26]2[CH2:25][CH2:24][N:23]([CH2:22][CH2:21][CH2:20][NH:19][C:14]([NH:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[O:15])[CH2:28][CH2:27]2)=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 77873Dodecane, 1-isocyanato-HCID 202057391-(3-Aminopropyl)-4-(4-chlorobenzyl)piperazine trihydrochloride

Product 1

HCID 136067081-{3-[4-(4-Chlorobenzyl)piperazin-1-yl]propyl}-3-(n-dodecyl)urea dihydrochlorideYield 116.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure described in Example 29 was followed using n-dodecyl isocyanate (2.11 g; 10 mmole), 1-(3-aminopropyl)-4-(4-chlorobenzyl)piperazine trihydrochloride (3.77 g; 10 mmole) methylene chloride (100 ml), and triethylamine (3.03 g; 30 mmole). Recrystallization from water provided the title compound (3.21 g; 58% yield) as colorless crystals, m.p. 215°-222° C.

Workup

  1. customRecrystallization from water

Sources & evidence

ORD record
ord-1d39b2955ca74116955a825f4c1ea30c
Source dataset
uspto-grants-1987_04
Patent number
US04661481

Linked notes

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