Chloroacetyl chloride → HCID 18536061, compound

HRID 412133Notes

Reaction equation

HRID 412133 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:16]=2[NH2:17])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:23][CH2:24][C:25](Cl)=[O:26]>CCOC(C)=O.C([O-])(O)=O.[Na+]>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:16]=2[NH:17][C:25](=[O:26])[CH2:24][Cl:23])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 18536020HCID 18536020, compound

Product 1

HCID 18536061HCID 18536061, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolvent2×HCID 516892Sodium BicarbonateSolvent

Procedure

To a solution of the product from Step B (1.79 g, 5.51 mmol) in 20 mL of EtOAc and 20 mL of saturated NaHCO3 solution at 0° C. was added chloroacetyl chloride (1.09 mL, 13.8 mmol). After one hour, the solution was poured into EtOAc, washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The titled product was obtained as a brown oil.

Workup

  1. washwashed with water and brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5494e9e31a694d51880fd68c1fb35379
Source dataset
uspto-grants-2003_05
Patent number
US06562823B1

Reaction notes

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