Hydrochloric Acid → HCID 67405889, compound

HRID 1913417Notes

Reaction equation

HRID 1913417 reaction equation
C([O:3][C:4](=[O:15])[CH2:5][C:6]1[N:7]=[C:8]2[N:12]([CH:13]=1)[CH:11]=[C:10]([CH3:14])[S:9]2)C.C(O)C.C(OCC)C.[ClH:24]>>[ClH:24].[CH3:14][C:10]1[S:9][C:8]2=[N:7][C:6]([CH2:5][C:4]([OH:15])=[O:3])=[CH:13][N:12]2[CH:11]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 3283Diethyl EtherHCID 70817425Ethyl 2-(2-methylimidazo[2,1-b]thiazol-6-yl)acetate

Product 1

HCID 67405889HCID 67405889, compoundYield 93%

Procedure

Ethyl(2-methylimidazo[2,1-b][1,3]thiazol-6-yl)acetate (151.3 g, 0.67 mol) was dissolved in 10% aqueous HCl (435 mL) and the mixture was heated at reflux for 2 hours. The reaction mixture was cooled to room temperature and was concentrated in vacuo to give a yellow oil. Ethanol (100 mL) and diethylether (200 mL) were added and the resulting white precipitate was collected by filtration and dried in a vacuum oven overnight to give 144.3 g (93%) of final product, (2-methylimidazo[2,1-b][1,3]thiazol-6-yl)acetic acid hydrochloride). MS (ES+) 197.1 (M+H)+. 1H NMR (CD3OD) δ 2.48 (s, 3H), 3.88 (s, 2H), 7.81 (s, 1H), 7.85 (s, 1H).

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 2 hours
  3. concentrationwas concentrated in vacuo
  4. customto give a yellow oil
  5. filtrationthe resulting white precipitate was collected by filtration
  6. customdried in a vacuum oven overnight

Sources & evidence

ORD record
ord-8fb352f9691e45bba88bbf26767f6686
Source dataset
uspto-grants-2013_12
Patent number
US08609680B2

Reaction notes

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