Hydrochloric Acid → HCID 86735726, compound

HRID 372591Notes

Reaction equation

HRID 372591 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]([CH2:9][N:10]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[CH:22]=[C:21]([Br:23])[CH:20]=[C:19]([Br:24])[C:18]=3[NH2:25])[CH2:12][CH2:11]2)=[O:8])[CH2:3][CH2:2]1.[C:26]([Cl:34])(=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.Cl.C(OC(C)C)(C)C>N1C=CC=CC=1>[ClH:34].[O:1]1[CH2:6][CH2:5][N:4]([C:7]([CH2:9][N:10]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[CH:22]=[C:21]([Br:23])[CH:20]=[C:19]([Br:24])[C:18]=3[NH:25][C:26](=[O:33])[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:12][CH2:11]2)=[O:8])[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 7914Diisopropyl EtherHCID 53742402HCID 53742402, compound

Product 1

HCID 86735726HCID 86735726, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 0.423 part of N1 -(morpholinocarbonylmethyl)-N4 -(2-amino-3,5-dibromobenzyl)piperazine in 4 volume parts of pyridine is added 0.25 part of benzoylchloride, and the mixture is kept standing overnight at room temperature. The solvent is distilled off, and residue is chromatographed over alumina. Ethyl acetate eluates gives oily substance. The resultant oily substance is treated with ethanolic hydrochloric acid, and to the resultant is added isopropyl ether to give N1 -morpholinocarbonylmethyl-N4 -(2-monobenzoylamino-3,5-dibromobenzyl)piperazine hydrochloride melting at 162° to 164° C.

Workup

  1. distillationThe solvent is distilled off
  2. customresidue is chromatographed over alumina
  3. customEthyl acetate eluates gives oily substance

Sources & evidence

ORD record
ord-0d2a07e8efdf4ee799123a6a636006bd
Source dataset
uspto-grants-1978_05
Patent number
US04091220

Reaction notes

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