Methanol → HCID 20388954, compound

HRID 616378Notes

Reaction equation

HRID 616378 reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[CH:5][N:6]=1.S(=O)(=O)(O)O.[CH3:17]O>>[CH3:1][C:2]1[S:3][C:4]([CH2:7][CH2:8][C:9]([O:11][CH3:17])=[O:10])=[CH:5][N:6]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 2038895360588-57-0

Product 1

HCID 20388954HCID 20388954, compound

Procedure

A mixture of 31.7 g of 2-methyl-5-thiazole-propanoic acid, 3.2 ml of concentrated sulfuric acid and 300 ml of methanol was refluxed for 16 hours and was concentrated under reduced pressure. The mixture was added to 100 ml of water and concentrated ammonium hydroxide was added to obtain a pH of 12-13. The mixture was extracted with methylene chloride and the organic extracts were dried over magnesium sulfate and concentrated to dryness under reduced pressure to obtain 35 g of raw methyl 2-methyl-5-thiazole-propanoate. The hydrochloride thereof melted at 115° C.

Workup

  1. temperaturewas refluxed for 16 hours
  2. concentrationwas concentrated under reduced pressure
  3. additionThe mixture was added to 100 ml of water and concentrated ammonium hydroxide
  4. additionwas added
  5. customto obtain a pH of 12-13
  6. extractionThe mixture was extracted with methylene chloride
  7. dry with materialthe organic extracts were dried over magnesium sulfate
  8. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-fa6f02bdf00c4453af5a2a0b63fa4a4a
Source dataset
uspto-grants-1978_02
Patent number
US04073919

Reaction notes

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