Acetyl chloride, 2-(2-chlorophenyl)- → HCID 20474109, compound

HRID 2295834Notes

Reaction equation

HRID 2295834 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9](Cl)=[O:10].[Cl:12][C:13]1[CH:27]=[CH:26][C:16]([CH2:17][N:18]2[C:23](=[O:24])[NH:22][C:21](=[O:25])[CH2:20][NH:19]2)=[CH:15][CH:14]=1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([N:19]1[CH2:20][C:21](=[O:25])[NH:22][C:23](=[O:24])[N:18]1[CH2:17][C:16]1[CH:26]=[CH:27][C:13]([Cl:12])=[CH:14][CH:15]=1)=[O:10]

Participants

4

Reactant 2

HCID 182669Acetyl chloride, 2-(2-chlorophenyl)-HCID 20474130HCID 20474130, compound

Product 1

HCID 20474109HCID 20474109, compoundYield 18.3%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Into a 100 ml round bottomed flask fitted with a reflux condenser sealed with a calcium chloride tube and a magnetic stirrer, were placed 55 g of 2-chlorophenylacetyl chloride and 20 ml of dry benzene. Stirring was commenced and 1 g of 2-(4'-chlorobenzyl)-hexahydro-1,2,4-triazine-3,5-dione was added in one portion and the mixture was stirred and refluxed for 8 hours. The mixture was then cooled and the precipitated crystals were filtered off and recrystallized from isopropanol to yield 0.3 g of 1-(2'-chlorophenylacetyl)-2-(4'-chlorobenzyl)-hexahydro-1,2,4-triazine-3,5-dione; m.p. 224°.

Workup

  1. customInto a 100 ml round bottomed flask fitted with a reflux condenser
  2. customsealed with a calcium chloride tube and a magnetic stirrer
  3. stirringthe mixture was stirred
  4. temperaturerefluxed for 8 hours
  5. temperatureThe mixture was then cooled
  6. filtrationthe precipitated crystals were filtered off
  7. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-e776d981f0444237b9796a6e90359e14
Source dataset
uspto-grants-1984_01
Patent number
US04426522

Reaction notes

Loading…