Tetrahydrofuran → 4-(2-Chlorophenyl)-N-[2-(dimethylamino)ethyl]-1-piperazinecarboxamide, hydrochloride

HRID 1087824Notes

Reaction equation

HRID 1087824 reaction equation
[CH3:1][N:2]([CH3:21])[CH2:3][CH2:4][NH:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17](F)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7].C(N1C=CN=C1)(N1C=CN=C1)=O.[Cl:34]C1C=CC=CC=1N1CCNCC1.O1CCCC1>Cl>[ClH:34].[Cl:34][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[N:11]1[CH2:12][CH2:13][N:8]([C:6]([NH:5][CH2:4][CH2:3][N:2]([CH3:21])[CH3:1])=[O:7])[CH2:9][CH2:10]1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 682631,1'-CarbonyldiimidazoleHCID 4156281-(2-Chlorophenyl)piperazineHCID 14763463N-[2-(Dimethylamino)ethyl]-4-(4-fluorophenyl)-1-piperazinecarboxamide

Product 1

HCID 147634654-(2-Chlorophenyl)-N-[2-(dimethylamino)ethyl]-1-piperazinecarboxamide, hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

This compound was prepared according to the procedure used to synthesize the compound of Example 11. A mixture of 4.9 g (0.03 mole) of 1,1'-carbonyldiimidazole, 2.6 g (0.03 mole) of unsym-diethylethylenediamine, and 5.9 g (0.03 mole) of 1-(2-chlorophenyl)piperazine in a total of 200 ml of tetrahydrofuran gave an oil as residue. The hydrochloride was formed in ethereal hydrogen chloride and the collected solid was recrystallized from methanol-ethyl ether to yield 3.4 g (33%) of title compound as a white solid, m.p. 185°-188° C.

Workup

  1. customThis compound was prepared
  2. customgave an oil as residue

Sources & evidence

ORD record
ord-14c6b684ff3d4884bb2b57a654a71236
Source dataset
uspto-grants-1990_10
Patent number
US04960776

Reaction notes

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