Acetyl chloride → HCID 14518417, compound

HRID 1723102Notes

Reaction equation

HRID 1723102 reaction equation
[C:1]1([C:7]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[C:11]([NH2:18])[CH:10]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19](Cl)(=[O:21])[CH3:20]>ClCCl>[C:7]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[C:11]([NH:18][C:19](=[O:21])[CH3:20])[CH:10]=1)(=[O:8])[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 4017647HCID 4017647, compound

Product 1

HCID 14518417HCID 14518417, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(a-1) To a stirred solution of 16 parts of phenyl (3-amino-4-nitrophenyl) methanone in 195 parts of dichloromethane were added 7.8 parts of acetyl chloride. After stirring for 17 hours at room temperature, the reaction mixture was evaporated. The residue was crystallized from a mixture of ethyl acetate and 2,2'-oxybispropane. The product was filtered off and dried, yielding 15 parts (81%) of N-(5-benzoyl-2-nitrophenyl)acetamide; mp. 97.8° C. (int. 48).

Workup

  1. customthe reaction mixture was evaporated
  2. customThe residue was crystallized from a mixture of ethyl acetate and 2,2'-oxybispropane
  3. filtrationThe product was filtered off
  4. customdried

Sources & evidence

ORD record
ord-0cb975611e6a47eaabe595613a884b34
Source dataset
uspto-grants-1989_08
Patent number
US04859684

Reaction notes

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