Hydrochloric Acid → HCID 3159577, compound

HRID 859959Notes

Reaction equation

HRID 859959 reaction equation
C([O:3][C:4]([C:6]1[S:10][C:9]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[N:8][C:7]=1[CH3:16])=[O:5])C.[OH-].[Na+].Cl>CO>[CH3:15][S:12]([NH:11][C:9]1[S:10][C:6]([C:4]([OH:5])=[O:3])=[C:7]([CH3:16])[N:8]=1)(=[O:13])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2989996Ethyl 4-methyl-2-[(methylsulfonyl)amino]-1,3-thiazole-5-carboxylate

Product 1

HCID 3159577HCID 3159577, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A stirred solution of Ethyl-2-[(methylsulfonyl)amino]-4-methyl-thiazole-5-carboxylate (300 mg, 1.14 mmol) in methanol (9 mL) was treated with a 1N NaOH solution (28.4 mL, 28.4 mmol). The mixture was stirred at rt overnight. The solution was cooled to 0° C. and acidified with 6N aq. HCl solution to pH 1. The solution was extracted with dichloromethane-chloroform mixture. The organic extract was dried (MgSO4), filtered and concentrated in vacuo to obtain the title acid (148 mg, 55%).

Workup

  1. temperatureThe solution was cooled to 0° C.
  2. extractionThe solution was extracted with dichloromethane-chloroform mixture
  3. extractionThe organic extract
  4. dry with materialwas dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto obtain the title acid (148 mg, 55%)

Sources & evidence

ORD record
ord-59db0051a58d4bfb9ce9bde56fed5b6c
Source dataset
uspto-grants-2006_12
Patent number
US07153856B2

Reaction notes

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