Acetic Acid → HCID 15085997, compound

HRID 1073209Notes

Reaction equation

HRID 1073209 reaction equation
[CH:1]([C:3]1[N:10]2[C:6]([S:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=32)=[N:5][C:4]=1[CH3:15])=[O:2].[CH3:16][Mg]Br.C(O)(=O)C>O1CCCC1>[OH:2][CH:1]([C:3]1[N:10]2[C:6]([S:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=32)=[N:5][C:4]=1[CH3:15])[CH3:16]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6484251HCID 6484251, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 15085997HCID 15085997, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

3-Formyl-2-methylimidazo[2,1-b]benzothiazole, 4.3 g, was suspended in 40 ml of dry tetrahydrofuran. Under ice cooling, a tetrahydrofuran solution (0.02 mol) of methyl magnesium bromide was added to the suspension in a nitrogen flow followed by stirring at room temperature for 30 minutes. After completion of the reaction, the reaction mixture was acidified with diluted acetic acid. The solvent was removed under reduced pressure followed by extraction with ethyl acetate. The residue obtained from the ethyl acetate phase was crystallized with ether to give 4.1 g of the title compound.

Workup

  1. customAfter completion of the reaction
  2. customThe solvent was removed under reduced pressure
  3. extractionfollowed by extraction with ethyl acetate
  4. customThe residue obtained from the ethyl acetate phase
  5. customwas crystallized with ether

Sources & evidence

ORD record
ord-5ef0080ab2f24227b03c2f4bc5b74d3d
Source dataset
uspto-grants-1990_11
Patent number
US04968708

Reaction notes

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