Water → HCID 18423188, compound

HRID 1282152Notes

Reaction equation

HRID 1282152 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][NH:10][C:11](=[O:13])[CH3:12])=[CH:5][CH:4]=1.[N+:14]([C:17]1[S:21][C:20]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[N:19][CH:18]=1)([O-:16])=[O:15].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[N+:14]([C:17]1[S:21][C:20]([N:22]2[CH2:23][CH2:24][N:25]([CH2:2][C:3]3[CH:8]=[CH:7][C:6]([CH2:9][NH:10][C:11](=[O:13])[CH3:12])=[CH:5][CH:4]=3)[CH2:26][CH2:27]2)=[N:19][CH:18]=1)([O-:16])=[O:15]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 4407465HCID 4407465, compoundHCID 15550682N-((4-(chloromethyl)phenyl)methyl)acetamide

Product 1

HCID 18423188HCID 18423188, compoundYield 171.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of N-(4-chloromethylphenylmethyl)acetamide (0.5 g), 1-(5-nitrothiazol-2-yl) piperazine (0.5 g) and potassium carbonate (0.5 g) in dimethylformamide (15 ml) was stirred at 80° C. for 3.5 hr. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to give a yellow solid (1.5 g). The obtained pale-yellow solid was crystallized from ethyl acetate to give the title compound (0.5 g) as yellow crystals, m.p.=151-152° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-3bb08471c6d046f382b239a547807515
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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