Hydrochloric Acid → HCID 86735726, compound

HRID 262330Notes

Reaction equation

HRID 262330 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 give 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 give oily substance

Sources & evidence

ORD record
ord-af17410bfbaa4a62bfe2040058edf19d
Source dataset
uspto-grants-1979_05
Patent number
US04153794

Reaction notes

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