Nitric Acid → HCID 23352170, compound

HRID 1449635Notes

Reaction equation

HRID 1449635 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[NH:7][C:6]([C:12]1[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=1)=[CH:5]2.[N+:20]([O-])([OH:22])=[O:21]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([Cl:11])[CH:10]=1)[NH:7][C:6]([C:12]1[CH:13]=[C:14]([Cl:19])[CH:15]=[C:16]([Cl:18])[CH:17]=1)=[C:5]2[N+:20]([O-:22])=[O:21]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 23352167HCID 23352167, compound

Product 1

HCID 23352170HCID 23352170, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 5, 7-dichloro-2-(3,5-dichlorophenyl)indole (1.25 g, 3.8 mmole) in acetic acid is treated dropwise with 3 mL of concentrated HNO3 at 90° C., maintained at 90° C. for 1 hour, cooled and filtered. The filtercake is air-dried and recrystallized from methanol/water to afford the title product as a yellow solid, 0.60 g, (42% yield), mp 272°-273° C., identified by IR, 1HNMR and elemental analyses.

Workup

  1. temperaturecooled
  2. filtrationfiltered
  3. customThe filtercake is air-dried
  4. customrecrystallized from methanol/water

Sources & evidence

ORD record
ord-0449f8d616f547e0b2ba3af8bfce0437
Source dataset
uspto-grants-1997_02
Patent number
US05599832

Reaction notes

Loading…