Ethyl bromoacetate → HCID 12926126, compound

HRID 615164Notes

Reaction equation

HRID 615164 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[N:14]([CH:15]=2)[C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=2[S:11]3)=[CH:4][CH:3]=1.[CH2:20]([O:22][C:23](=[O:26])[CH2:24]Br)[CH3:21].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH2:20]([O:22][C:23]([CH2:24][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[N:14]([CH:15]=2)[C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=2[S:11]3)=[CH:6][CH:7]=1)=[O:26])[CH3:21]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 12926122HCID 12926122, compound

Product 1

HCID 12926126HCID 12926126, compoundYield 52.3%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To 40 ml of methyl ethyl ketone were added 2.6 g of 2-(p-hydroxyphenyl)imidazo[2,1-b]benzothiazole, 1.7 g of monobromoacetic acid ethyl ester, and 1.5 g of potassium carbonate and the mixture was refluxed overnight. After the reaction was over, the reaction mixture was cooled, insoluble materials were filtered off, and the filtrate was concentrated under reduced pressure to provide solid materials, which were recrystallized from toluene-n-hexane to provide 1.8 g of 2-(p-ethoxycarbonylmethoxyphenyl)imidazo[2,1-b]benzothiazole.

Workup

  1. temperaturethe mixture was refluxed overnight
  2. temperaturewas cooled
  3. filtrationinsoluble materials were filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customto provide solid materials, which
  6. customwere recrystallized from toluene-n-hexane

Sources & evidence

ORD record
ord-1b3eacdd132d4531b925ece12eb694f4
Source dataset
uspto-grants-1985_02
Patent number
US04497817

Reaction notes

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