Hydrochloric Acid → HCID 71254885, compound

HRID 1507626Notes

Reaction equation

HRID 1507626 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([S:13][CH3:14])=[N:10][C:9]=2[C:15]([O:17]CC)=[O:16])=[CH:4][CH:3]=1.[OH-].[Li+].Cl>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([S:13][CH3:14])=[N:10][C:9]=2[C:15]([OH:17])=[O:16])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 71254982HCID 71254982, compound

Product 1

HCID 71254885HCID 71254885, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl 5-(4-fluorophenyl)-2-(methylthio)thiazole-4-carboxylate 2 (2.6 g, 9.1 mmol) in dioxane (20 mL) was added lithium hydroxide (0.32 g, 13.7 mmol) and the resulting mixture was stirred at 50° C. for two hours. Reaction mixture was then gradually acidified with 1N HCl. The precipitates were filtered, washed with water and dried under high vacuum to give 2.4 g of product S-25 (95%). 1H-NMR (CD3OD, 250 MHz) δ 2.75 (s, 3H), 7.12 (t, 2H, J=8.75), 7.50 (dd, 2H, J=5.25, 8.75).

Workup

  1. customReaction mixture
  2. filtrationThe precipitates were filtered
  3. washwashed with water
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-f82b9ac451c040838b6a4c96076cb0f3
Source dataset
uspto-grants-2015_12
Patent number
US09221805B2

Reaction notes

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