Water → HCID 18423027, compound

HRID 1282188Notes

Reaction equation

HRID 1282188 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.[Br:14][C:15]1[S:19][C:18]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[N:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Br:14][C:15]1[S:19][C:18]([N:20]2[CH2:21][CH2:22][N:23]([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)[CH2:24][CH2:25]2)=[N:17][CH:16]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 15550682N-((4-(chloromethyl)phenyl)methyl)acetamideHCID 184230061-(5-Bromo-1,3-thiazol-2-yl)piperazine

Product 1

HCID 18423027HCID 18423027, compoundYield 82.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of N-(4-chloromethylphenylmethyl)acetamide (0.9 g), 1-(5-bromothiazol-2-yl)piperazine (1.1 g) and potassium carbonate (0.9 g) in dimethylformamide (10 ml) was stirred at 70° C. for 9 hr. Water (100 ml) was poured into the reaction mixture to allow precipitation of crystals. The crystals were collected by filtration and washed with water to give the title compound (1.5 g) as yellow crystals, m.p.=160-163° C.

Workup

  1. customprecipitation of crystals
  2. filtrationThe crystals were collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-cfee12241c164bfab5c85e3ab6c8f4c2
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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