Acetic Acid → 2-Methylthieno[3,4-d][1,3]oxazole

HRID 1624223Notes

Reaction equation

HRID 1624223 reaction equation
[SH:1][CH2:2][C:3]1[N:4]=[C:5]([CH3:10])[O:6][C:7]=1[CH:8]=O.C(O)(=O)C>C(O)C>[CH3:10][C:5]1[O:6][C:7]2[C:3](=[CH:2][S:1][CH:8]=2)[N:4]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 866755414-(Mercaptomethyl)-2-methyl-1,3-oxazole-5-carbaldehyde

Product 1

HCID 682422742-Methylthieno[3,4-d][1,3]oxazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

5 mmol of 4-(mercaptomethyl)-2-methyl-1,3-oxazole-5-carbaldehyde was described in 50 ml of ethanol, then 50 mmol of acetic acid was added. Stirring was continued for 1 hour at a room temperature and the temperature was heated up to 80° C. to carry out the reaction for 4 hours. The reacted liquid was cooled down to a room temperature and the solvent was evaporated out. The product was purified using column separation with the solvents of ethylacetate and hexane, obtaining 2-methylthieno[3,4-d][1,3]oxazole.

Workup

  1. customthe reaction for 4 hours
  2. temperatureThe reacted liquid was cooled down to a room temperature
  3. customthe solvent was evaporated out
  4. customThe product was purified
  5. customcolumn separation with the solvents of ethylacetate and hexane

Sources & evidence

ORD record
ord-fc439687ccda455b899ef4c30493c3b6
Source dataset
uspto-grants-2014_07
Patent number
US08779086B2

Reaction notes

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