Sodium Bicarbonate → 1,3-Diazaazulene

HRID 359925Notes

Reaction equation

HRID 359925 reaction equation
S[C:2]1[N:3]=[C:4]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=[C:5]2[N:6]=1.C(=O)([O-])O.[Na+]>[N+]([O-])(O)=O>[N:3]1[C:4]2=[CH:11][CH:10]=[CH:9][CH:8]=[CH:7][C:5]2=[N:6][CH:2]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 178527782HCID 178527782, compound

Product 1

HCID 6380091,3-Diazaazulene

Reagents, catalysts & solvents 1

HCID 944Nitric AcidSolvent

Procedure

In accordance with the method described in Journal of the Americal Chemical Society, Vol. 76, pages 3352 and 3353 (1954), 23 g of 2-mercaptocycloheptimidazole, as obtained in Example 1-(b), was added to 210 ml of 10% nitric acid and everything was stirred under heating at an internal temperature of from 80° to 90° C. for 1 hour. Sodium hydrogencarbonate was added to the reaction solution so as to neutralize the solution, and this was extracted with chloroform (250 ml×2). The chloroform layer was dried with anhydrous sodium sulfate, and then the solvent was evaporated off until the amount of the chloroform solution became 50 ml. Next, 200 ml of hexane was added thereto. The crystals precipitated were separated by filtration and dried.

Workup

  1. temperatureunder heating at an internal temperature of from 80° to 90° C. for 1 hour
  2. extractionthis was extracted with chloroform (250 ml×2)
  3. dry with materialThe chloroform layer was dried with anhydrous sodium sulfate
  4. customthe solvent was evaporated off until the amount of the chloroform solution
  5. additionNext, 200 ml of hexane was added
  6. customThe crystals precipitated
  7. customwere separated by filtration
  8. customdried

Sources & evidence

ORD record
ord-806c2780e8554cf79948790b40336afd
Source dataset
uspto-grants-1991_03
Patent number
US05003077

Reaction notes

Loading…