Methanol → HCID 20388954, compound

HRID 426935Notes

Reaction equation

HRID 426935 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 the product of Step B, 3.2 ml of concentrated sulfuric acid and 300 ml of methanol was refluxed for 16 hours and was evaporated to dryness under reduced pressure. The residue was taken up in 100 ml of water and concentrated ammonium hydroxide was added thereto to adjust the pH to 12-13. The mixture was extracted with methylene chloride and the extracts were dried over magnesium sulfate and evaporated to dryness under reduced pressure to obtain 35 g of raw methyl 2-methyl-5-thiazole-propanoate. Reaction with hydrochloric acid resulted in the hydrochloride melting at 115° C.

Workup

  1. temperaturewas refluxed for 16 hours
  2. customwas evaporated to dryness under reduced pressure
  3. additionconcentrated ammonium hydroxide was added
  4. extractionThe mixture was extracted with methylene chloride
  5. dry with materialthe extracts were dried over magnesium sulfate
  6. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-24817f9474c342b28b22206343f173d9
Source dataset
uspto-grants-1979_10
Patent number
US04172137

Reaction notes

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