Methanol → HCID 86733571, compound

HRID 1658503Notes

Reaction equation

HRID 1658503 reaction equation
[O:1]=[C:2]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([C:12]([OH:14])=[O:13])[C:6]2=[N:5][C:4]2[CH2:15][CH2:16][CH2:17][C:3]1=2.S(=O)(=O)(O)O.[CH3:23]O>>[O:1]=[C:2]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([C:12]([O:14][CH3:23])=[O:13])[C:6]2=[N:5][C:4]2[CH2:15][CH2:16][CH2:17][C:3]1=2

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 12354096HCID 12354096, compound

Product 1

HCID 86733571HCID 86733571, compound

Procedure

A suspension of 7.0 g. of the product from Example 4, 500 ml of absolute methanol, and 18.4 g. of concentrated sulfuric acid is stirred and heated under reflux for 48 hours. A clear solution forms after that heating period. The solution is concentrated in vacuo, the residue is cooled, dissolved in 200 ml of ether, and the ether solution is washed with saturated aqueous sodium bicarbonate until the washings remain at pH 7.6. The ether solution is dried an concentated to give the named compound.

Workup

  1. additionA suspension of 7.0 g
  2. temperatureheated
  3. temperatureunder reflux for 48 hours
  4. waitA clear solution forms after that heating period
  5. concentrationThe solution is concentrated in vacuo
  6. temperaturethe residue is cooled
  7. dissolutiondissolved in 200 ml of ether
  8. washthe ether solution is washed with saturated aqueous sodium bicarbonate until the washings
  9. dry with materialThe ether solution is dried
  10. customto give the named compound

Sources & evidence

ORD record
ord-20e8f5f62c1444699c656a40904987df
Source dataset
uspto-grants-1976_06
Patent number
US03965100

Reaction notes

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