Water → HCID 54260266, compound

HRID 1452294Notes

Reaction equation

HRID 1452294 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][NH:7][CH2:8][C:9]1[C:18]2[O:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[C:15]([CH3:25])[C:14](=[O:26])[C:13]=2[CH:12]=[CH:11][CH:10]=1.C(N(CC)CC)C.O>ClCCCl>[CH3:6][N:7]([CH2:8][C:9]1[C:18]2[O:17][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[C:15]([CH3:25])[C:14](=[O:26])[C:13]=2[CH:12]=[CH:11][CH:10]=1)[C:3](=[O:4])[CH2:2][Cl:1]

Participants

6

Reactant 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 19972641HCID 19972641, compound

Product 1

HCID 54260266HCID 54260266, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent2×

Procedure

A solution of 6 ml of chloracetyl chloride in 60 ml of 1,2-dichloroethane was added dropwise at -5° to 0° C. to a solution of 20 g of Intermediate XX and 10 ml of triethylamine in 200 ml of 1,2-dichloroethane. After stirring at 20°-25° C. for 2 hours, 150 ml of water was added to the reaction mixture and the phases were separated. The organic phase was washed with water and dried on anhydrous sodium sulfate. The solvent was removed in vacuo, and the residue was crystallized from ethanol to give 22.5 g of the title compound, m.p. 146°-148° C.

Workup

  1. customthe phases were separated
  2. washThe organic phase was washed with water
  3. dry with materialdried on anhydrous sodium sulfate
  4. customThe solvent was removed in vacuo
  5. customthe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-f55973bdf37241b281f7d7fc33ad14b7
Source dataset
uspto-grants-1997_02
Patent number
US05605896

Reaction notes

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