Dichloromethane → HCID 20232644, compound

HRID 2290480Notes

Reaction equation

HRID 2290480 reaction equation
Cl.Cl.[Cl:3][C:4]1[CH:27]=[CH:26][CH:25]=[CH:24][C:5]=1[CH2:6][N:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][C:15]2[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=2)[CH2:9][CH2:8]1.C(Cl)Cl.[CH2:31]([N:33]([CH2:37][CH3:38])[CH2:34][CH2:35][OH:36])[CH3:32]>C(OCC)C>[Cl:3][C:4]1[CH:27]=[CH:26][CH:25]=[CH:24][C:5]=1[CH2:6][N:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([O:36][CH2:35][CH2:34][N:33]([CH2:37][CH3:38])[CH2:31][CH3:32])=[O:20])=[CH:17][CH:16]=2)[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 7497DiethylethanolamineHCID 20232452HCID 20232452, compound

Product 1

HCID 20232644HCID 20232644, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 9.45 g. (21 mmole) 4-{2-[1-(2-chlorobenzyl)-piperazin-4-yl]-ethyl}-benzoyl chloride dihydrochloride, 50 ml. methylene chloride and 3.3 g. (28 mmole) 2-diethylaminoethanol is maintained at reflux temperature for 3 hours, then cooled and mixed with diethyl ether until turbidity appears. A thick precipitate is slowly deposited. This is filtered off with suction, washed with sec.-butanol and dissolved in a hot mixture of sec.-butanol and ethanol. Upon cooling and partial concentration, there are obtained 5.0 g. (35% of theory) of the desired compound in the form of its dihydrochloride; m.p. 220°-221° C.

Workup

  1. additionA mixture of 9.45 g
  2. temperatureat reflux temperature for 3 hours
  3. temperaturecooled
  4. filtrationThis is filtered off with suction
  5. washwashed with sec.-butanol
  6. dissolutiondissolved in a hot mixture of sec.-butanol and ethanol
  7. temperatureUpon cooling
  8. concentrationpartial concentration, there
  9. customare obtained 5.0 g

Sources & evidence

ORD record
ord-01314e37eaf34e29afd7dbdadb7ddfa1
Source dataset
uspto-grants-1986_10
Patent number
US04616086

Reaction notes

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