Acetic Anhydride → HCID 22916681, compound

HRID 1376611Notes

Reaction equation

HRID 1376611 reaction equation
[OH:1][CH2:2][C:3]1[N:4]2[CH:10]=[N:9][CH:8]=[C:5]2[S:6][CH:7]=1.[C:11](OC(=O)C)(=[O:13])[CH3:12].C(=O)([O-])O.[Na+]>ClCCl>[C:11]([O:1][CH2:2][C:3]1[N:4]2[CH:10]=[N:9][CH:8]=[C:5]2[S:6][CH:7]=1)(=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 516892Sodium BicarbonateHCID 15428311HCID 15428311, compound

Product 1

HCID 22916681HCID 22916681, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.15 g of the 3-hydroxymethylimidazo[5,1-b]thiazole prepared in Preparation 55 was dissolved in 4 ml of dichloromethane, and the solution was stirred. To this was added 0.1 ml of acetic anhydride, and the mixture was stirred at room temperature for 3 hours. To the reaction solution was added 5 ml of a saturated aqueous solution of sodium hydrogencarbonate, and the organic layer was separated. The aqueous layer was extracted with dichloromethane (5 ml×2). The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated to dryness under reduced pressure to give 0.181 g (yield 95%) of the title compound.

Workup

  1. stirringthe mixture was stirred at room temperature for 3 hours
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted with dichloromethane (5 ml×2)
  4. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
  5. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-0f70cdc3e5954167b9031c7169948e14
Source dataset
uspto-grants-1997_09
Patent number
US05663162

Reaction notes

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