Dichloroacetyl chloride → HCID 13125056, compound

HRID 980078Notes

Reaction equation

HRID 980078 reaction equation
[OH-].[Na+].[CH3:3][CH:4]1[C:9](=[O:10])[NH:8][CH2:7][CH2:6][NH:5]1.[Cl:11][CH:12]([Cl:16])[C:13](Cl)=[O:14]>O.C(Cl)Cl>[Cl:11][CH:12]([Cl:16])[C:13]([N:5]1[CH2:6][CH2:7][NH:8][C:9](=[O:10])[CH:4]1[CH3:3])=[O:14]

Participants

6

Reactant 3

HCID 6593Dichloroacetyl chlorideHCID 14798Sodium HydroxideHCID 51066003-Methyl-2-ketopiperazine

Product 1

HCID 13125056HCID 13125056, compoundYield 36%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A solution of 8 g (0.2 mole) of sodium hydroxide in 15 ml of water was added to a solution of 20 g (0.18 mole) of 2-methyl-piperazin-3-one in 150 ml of methylene chloride. 26.6 g (0.18 mole) of dichloroacetyl chloride were then added dropwise at from 10° to 15° C. The mixture was stirred at 25° C. for 10 hours and the precipitated crude product was filtered off with suction, washed with water and recrystallized from a 2:1 mixture of isopropanol and H2O to give 14.4 g (36% of theory) of 1-dichloroacetyl-2-methyl-3-oxo-piperazine of melting point 167°-168° C.

Workup

  1. customthe precipitated crude product
  2. filtrationwas filtered off with suction
  3. washwashed with water
  4. customrecrystallized from a 2:1 mixture of isopropanol and H2O

Sources & evidence

ORD record
ord-c5bc487846d04f6287f8eb37d2414538
Source dataset
uspto-grants-1987_01
Patent number
US04636246

Reaction notes

Loading…