Nitric Acid → HCID 21504774, compound
Reaction equation
[C:1]([C:4]1[O:5][C:6]2[C:14]([Cl:15])=[CH:13][C:12]3[C:16]4[CH:25]=[CH:24][CH:23]=[CH:22][C:17]=4[C:18]([CH3:21])([CH3:20])[O:19][C:11]=3[C:7]=2[C:8](=[O:10])[CH:9]=1)([OH:3])=[O:2].[N+:26]([O-])([OH:28])=[O:27]>C(O)(=O)C>[C:1]([C:4]1[O:5][C:6]2[C:14]([Cl:15])=[CH:13][C:12]3[C:16]4[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][C:17]=4[C:18]([CH3:21])([CH3:20])[O:19][C:11]=3[C:7]=2[C:8](=[O:10])[CH:9]=1)([OH:3])=[O:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.6 gm (4.5 millimols) of 2-carboxy-4-oxo-6,6-dimethyl-12-chloro-4H,6H-[2]-benzopyrano-[3,4-f]-[1]-benzopyran (see Example 6) were stirred for 24 hours in a mixture of 35 ml of acetic acid and 5 ml of fuming nitric acid. The yellow precipitate formed thereby was filtered off and recrystallized from methanol/acetone. 1.5 gm (83.3% of theory) of the compound named in the heading, m.p. 278°-279° C, were obtained.
Workup
- customThe yellow precipitate formed
- filtrationthereby was filtered off
- customrecrystallized from methanol/acetone
- customwere obtained
Sources & evidence
- ORD record
- ord-143d300912e14c18a9c3477cebaf6c13
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03987186
Reaction notes
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