Methanol → HCID 20388954, compound

HRID 437942Notes

Reaction equation

HRID 437942 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-thiazolepropanoic acid, 3.2 ml of concentrated sulfuric acid and 300 ml of methanol was refluxed for 16 hours and was then concentrated to dryness. The residue was taken up in 100 ml of water and the pH was adjusted to 12-13 with addition of concentrated ammonium hydroxide. The mixture was extracted with methylene chloride and the extracts were dried over magnesium sulfate and was evaporated to dryness under reduced pressure to obtain 35 g of raw methyl 2-methyl-5-thiazolepropanoate. Its hydrochloride had a melting point of 115° C.

Workup

  1. temperaturewas refluxed for 16 hours
  2. concentrationwas then concentrated to dryness
  3. additionthe pH was adjusted to 12-13 with addition of concentrated ammonium hydroxide
  4. extractionThe mixture was extracted with methylene chloride
  5. dry with materialthe extracts were dried over magnesium sulfate
  6. customwas evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-7241114827ce4efd856d323484e2efc5
Source dataset
uspto-grants-1977_06
Patent number
US04032643

Reaction notes

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