Dichloromethane → HCID 19875874, compound

HRID 1086196Notes

Reaction equation

HRID 1086196 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:12])[CH:9]([CH3:11])[CH3:10])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].ClCCl.[C:19](Cl)(=[O:21])[CH3:20].C(=O)([O-])[O-].[Na+].[Na+]>O>[CH3:10][CH:9]([CH3:11])[C:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:19](=[O:21])[CH3:20])=[C:3]([N+:13]([O-:15])=[O:14])[CH:4]=1)=[O:12]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 10340Sodium CarbonateHCID 19875904HCID 19875904, compound

Product 1

HCID 19875874HCID 19875874, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred and cooled mixture (ice bath, 0° C.) of 30 parts of 1-(4-amino-3-nitrophenyl)-2-methyl-1-propanone and 390 parts of dichloromethane were added dropwise 33 parts of acetyl chloride. Upon complete addition, the reaction mixture was stirred for 12 hours at room temperature. The whole was poured into water and after the addition of sodium carbonate, stirring was continued for 15 minutes. The separated organic layer was dried, filtered and evaporated, yielding 36 parts (100%) of N-[4-(2-methyl-1-oxopropyl)-2-nitrophenyl]acetamide (interm. 14).

Workup

  1. additionUpon complete addition
  2. stirringthe reaction mixture was stirred for 12 hours at room temperature
  3. stirringstirring
  4. customThe separated organic layer was dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-46b57cb85a2c40e590b1eba19c0e7df5
Source dataset
uspto-grants-1991_07
Patent number
US05028606

Reaction notes

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