Nitric Acid → HCID 86733824, compound

HRID 1283311Notes

Reaction equation

HRID 1283311 reaction equation
[N+]([O-])(O)=[O:2].[OH:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2OC)[O:9][C:8](=[O:18])[CH:7]=1>C(Cl)(Cl)Cl>[OH2:2].[OH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([OH:2])=[CH:13][CH:14]=2)[O:9][C:8](=[O:18])[CH:7]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 546902014-Hydroxy-5-methoxy-2H-1-benzopyran-2-one

Product 1

HCID 86733824HCID 86733824, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Fuming nitric acid (10 ml) was added to a stirred solution of 4-hydroxy-5-methoxycoumarin (m.p. 154.5°-156°; 1.63g) in chloroform (100 ml) at room temperature over 1 hour. After a further hour, the solvent was removed in vacuo and 6N hydrochloric acid (35 ml) added to the residue. Filtration gave the product, m.p. 175°-177.5°(d), (C10H7NO6 requires C, 50.64; H, 2.97; N, 5.91. Found: C, 50.54; H, 2.97; N, 5.63).

Workup

  1. waitAfter a further hour
  2. customthe solvent was removed in vacuo and 6N hydrochloric acid (35 ml)
  3. additionadded to the residue
  4. filtrationFiltration

Sources & evidence

ORD record
ord-0ed3fee058ba4520b12eb9e8c97182df
Source dataset
uspto-grants-1976_08
Patent number
US03974289

Reaction notes

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