Ammonia → HCID 13704339, compound

HRID 236420Notes

Reaction equation

HRID 236420 reaction equation
[C:1]([NH:4][C:5]1[C:6]([N+:18]([O-:20])=[O:19])=[CH:7][C:8]2[CH:13]3[O:14][CH:12]3[C:11]([CH3:16])([CH3:15])[O:10][C:9]=2[CH:17]=1)(=[O:3])[CH3:2].[NH3:21]>C(O)C>[C:1]([NH:4][C:5]1[C:6]([N+:18]([O-:20])=[O:19])=[CH:7][C:8]2[C@@H:13]([NH2:21])[C@H:12]([OH:14])[C:11]([CH3:16])([CH3:15])[O:10][C:9]=2[CH:17]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13704331HCID 13704331, compound

Product 1

HCID 13704339HCID 13704339, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7-Acetamido-3,4-epoxy-3,4-dihydro-2,2-dimethyl-6-nitro-2H-benzo[b]pyran (0.76 g, prepared as in European Pat. No. 28,449) was dissolved in dry ethanol and saturated with dry ammonia, and stirred at room temperature for 21 hr. Evaporation gave a crude mixture which was purified on the chromatotron (using pentane-ethyl acetate in a gradient elution), to give the title compound (280 mg).

Workup

  1. customEvaporation
  2. customgave a crude mixture which
  3. customwas purified on the chromatotron (
  4. washin a gradient elution),

Sources & evidence

ORD record
ord-0a34af12c9c943e7a0895b5e478b610e
Source dataset
uspto-grants-1987_02
Patent number
US04644070

Reaction notes

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