Iodoethane → HCID 13118859, compound

HRID 1073211Notes

Reaction equation

HRID 1073211 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[N:8]([C:9]=1[C:10]([OH:12])=[O:11])[C:7]1[CH:13]=[CH:14][CH:15]=[CH:16][C:6]=1[S:5]2.[H-].[Na+].[CH2:19](I)[CH3:20]>CN(C)C=O>[CH3:1][C:2]1[N:3]=[C:4]2[N:8]([C:9]=1[C:10]([O:12][CH2:19][CH3:20])=[O:11])[C:7]1[CH:13]=[CH:14][CH:15]=[CH:16][C:6]=1[S:5]2

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 13118865HCID 13118865, compound

Product 1

HCID 13118859HCID 13118859, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

Subsequently, 6.0 g of 2-methylimidazo[2,1-b]benzothiazole-3-carboxylic acid was suspended in 100 ml of dry dimethylformamide. Under ice cooling, 1.5 g of 60% sodium hydride was added to the suspension. After stirring for 30 minutes, 6.0 g of ethyl iodide was added to the mixture followed by heating at 40° C. overnight. After completion of the reaction, the solvent was removed under reduced pressure. Ether and water were added to the residue, which was fractionated. The residue obtained from the ether phase was crystallized with n-hexane to give 4.0 g of ethyl 2-methylimidazo[2,1-b]benzothiazole-3-carboxylate.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was removed under reduced pressure
  3. additionEther and water were added to the residue, which
  4. customThe residue obtained from the ether phase
  5. customwas crystallized with n-hexane

Sources & evidence

ORD record
ord-4f5eed6b59a64e7c8e4e621b3e391e2d
Source dataset
uspto-grants-1990_11
Patent number
US04968708

Reaction notes

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