Hydrochloric Acid → HCID 4980421, compound

HRID 1902464Notes

Reaction equation

HRID 1902464 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2(C(OCC)=O)[NH:17][C:16]([CH3:18])=[CH:15][S:14]2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[OH-:24].[Na+].Cl.[CH2:27]([OH:29])C>>[CH3:12][O:11][C:7]1[CH:6]=[C:5]([C:13]2[S:14][C:15]([C:27]([OH:29])=[O:24])=[C:16]([CH3:18])[N:17]=2)[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 20515415HCID 20515415, compound

Product 1

HCID 4980421HCID 4980421, compoundYield 90%

Procedure

Ethyl 2-(3,4,5-trimethoxyphenyl)-4-methylthiazolecarboxylate (10.1 g corresponding to its 0.03mol), 150 ml of ethanol and 50 ml of an aqueous 10% solution of sodium hydroxide were heated for 1.5 hours under a reflux condenser. After condensing the reaction mixture to 40 ml and neutralizing the condensate with 6 N hydrochloric acid, the precipitate which separated was washed with water and recrystallized from an aqueous 50% ethanolic solution to obtain the product amounting to 8.3 g, consisting of faintly yellow needle-like crystals, melting at 205° to 207° C. at a yield of 90%.

Workup

  1. customAfter condensing the reaction mixture to 40 ml
  2. customthe precipitate which separated
  3. washwas washed with water
  4. customrecrystallized from an aqueous 50% ethanolic solution
  5. customto obtain the product amounting to 8.3 g

Sources & evidence

ORD record
ord-cc17029987234e729b0de1d4227055da
Source dataset
uspto-grants-1982_12
Patent number
US04363813

Reaction notes

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