Chloroacetyl chloride → HCID 13120662, compound

HRID 745226Notes

Reaction equation

HRID 745226 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH:16]2[NH:21][CH2:20][CH2:19][NH:18][C:17]2=[O:22])[CH:11]=[CH:12][C:13]=1[O:14][CH3:15].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH:16]2[N:21]([C:3](=[O:4])[CH2:2][Cl:1])[CH2:20][CH2:19][NH:18][C:17]2=[O:22])[CH:11]=[CH:12][C:13]=1[O:14][CH3:15]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 13120656HCID 13120656, compound

Product 1

HCID 13120662HCID 13120662, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

The starting material is prepared as follows: a solution of 11.5 g (0.1 mol) of chloroacetyl chloride in 50 ml of chloroform is added, while cooling, to 23.6 g (0.1 mol) of 3-(3,4-dimethoxyphenyl)-piperazin-2-one (Example 1), 150 ml of chloroform and 10.1 g of triethylamine. The mixture is stirred for a further hour at room temperature and is concentrated in vacuo, the residue is taken up in aqueous potassium carbonate solution, and the solution is extracted by shaking with ethyl acetate. Distilling off the ethyl acetate gives 17.5 g≈56% of theory of 3-(3,4-dimethoxyphenyl)-4-chloroacetylpiperazin-2-one.

Workup

  1. customThe starting material is prepared
  2. concentrationis concentrated in vacuo
  3. extractionthe solution is extracted
  4. stirringby shaking with ethyl acetate
  5. distillationDistilling off the ethyl acetate

Sources & evidence

ORD record
ord-74449e8c0da34f7f8161b7e8edf3f3de
Source dataset
uspto-grants-1986_07
Patent number
US04598079

Reaction notes

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