Chloroacetyl chloride → HCID 178425446, compound

HRID 1860433Notes

Reaction equation

HRID 1860433 reaction equation
[Cl:1][C:2]1[NH:7][CH:6]([CH3:8])[N:5]=[C:4]2[N:9]([C:13]3[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][C:14]=3[CH3:21])[C:10]([CH3:12])=[CH:11][C:3]=12.[Cl-].[Al+3].[Cl-].[Cl-].[Cl:26][CH2:27][C:28](Cl)=[O:29]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[NH:7][CH:6]([CH3:8])[N:5]=[C:4]2[N:9]([C:13]3[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[CH:15][C:14]=3[CH3:21])[C:10]([CH3:12])=[C:11]([C:28](=[O:29])[CH2:27][Cl:26])[C:3]=12

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 178425442HCID 178425442, compound

Product 1

HCID 178425446HCID 178425446, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Compound (6) (11.2 g, 37.4 mmol) was added to a chloroform solution (150 ml) or 20 equivalents of aluminum chloride and 25 equivalents of chloracetyl chloride. The solution was heated at reflux for 16 hrs. The organic layer was departed and the water layer extracted with methylene chloride. The combined organic layers were dried over sodium sulfate and evaporated in vacuo to yield compound (7).

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux for 16 hrs
  3. extractionthe water layer extracted with methylene chloride
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-bbc7a603c9834e6f9f6800f7475eaaf5
Source dataset
uspto-grants-2003_03
Patent number
US06531475B1

Reaction notes

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