Triethylamine → HCID 20205735, compound

HRID 1380207Notes

Reaction equation

HRID 1380207 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]=[C:9]=[O:10].Cl.Cl.Cl.[NH2:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)[CH2:20][CH2:19]1.C(N(CC)CC)C>C(Cl)Cl>[OH2:10].[ClH:1].[ClH:31].[Cl:31][C:28]1[CH:29]=[CH:30][C:25]([CH2:24][N:21]2[CH2:20][CH2:19][N:18]([CH2:17][CH2:16][CH2:15][NH:14][C:9]([NH:8][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])=[O:10])[CH2:23][CH2:22]2)=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 76833Chlorophenyl isocyanateHCID 202057391-(3-Aminopropyl)-4-(4-chlorobenzyl)piperazine trihydrochloride

Product 1

HCID 20205735HCID 20205735, compoundYield 102.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure described in Example 29 was followed, using 2-chlorophenyl isocyanate (1.54 g; 10 mmole), 1-(3-aminopropyl)-4-(4-chlorobenzyl)piperazine trihydrochloride (3.77 g; 10 mmole), methylene chloride (50 ml) and triethylamine (4.3 ml; 31 mmole). Recrystallization from methanol provided the title compound (2.63 g; 53% yield) as colorless crystals, m.p. 222°-224° C.

Workup

  1. customRecrystallization from methanol

Sources & evidence

ORD record
ord-8f4a4c8a74d6483bb7a34e52f5905f27
Source dataset
uspto-grants-1986_04
Patent number
US04579947

Reaction notes

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