Acetic Acid → HCID 178527782, compound

HRID 1199337Notes

Reaction equation

HRID 1199337 reaction equation
CO[C:3]1[C:9](=O)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:11][C:12]([NH2:14])=[S:13].C[O-].[Na+].C(O)(=O)C>CO>[SH:13][C:12]1[N:11]=[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=[C:9]2[N:14]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 165462-Methoxy-2,4,6-cycloheptatrien-1-oneHCID 2723790ThioureaHCID 10942334Sodium Methoxide

Product 1

HCID 178527782HCID 178527782, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

According to the method disclosed in Journal of the American Chemical Society, vol. 76, pages 3352 and 3353 (1954), 150 g of 2-methoxytropone and 84 g of thiourea were added to 255 g of a solution of 28% sodium methoxide in methanol, and stirred at room temperature for 30 minutes. Further, 600 ml of methanol was added thereto and acetic acid was added until the pH of the solution becomes around 5. Deposited crystals were filtered and washed with methanol. The obtained crystals were added to 1 l of methanol, and refluxed with heating for 30 minutes. After being allowed to cool to room temperature, the crystals were filtered and dried.

Workup

  1. filtrationDeposited crystals were filtered
  2. washwashed with methanol
  3. additionThe obtained crystals were added to 1 l of methanol
  4. temperaturerefluxed
  5. temperaturewith heating for 30 minutes
  6. temperatureto cool to room temperature
  7. filtrationthe crystals were filtered
  8. customdried

Sources & evidence

ORD record
ord-ea45f1326eab45b0a956340c01cdb20a
Source dataset
uspto-grants-1990_02
Patent number
US04900648

Reaction notes

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