Nitric Acid → 7-Chloro-9-nitro-beta-carboline

HRID 1770648Notes

Reaction equation

HRID 1770648 reaction equation
[Cl:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH:7]=[CH:8][N:9]=[CH:10][C:11]=3[NH:12]2)=[CH:4][CH:3]=1.O.[N+:16]([O-])([OH:18])=[O:17]>>[Cl:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH:7]=[CH:8][N:9]=[CH:10][C:11]=3[N:12]2[N+:16]([O-:18])=[O:17])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 221852817-Chloro-beta-carboline

Product 1

HCID 221852717-Chloro-9-nitro-beta-carboline

Procedure

A mixture 7-chloro-β-carboline (500 mg, 2.48 mmol) in concentrated nitric acid (20 mL) was stirred at RT for 22 h. The reaction mixture was carefully poured into cold (3° C. to 5° C.) water (50 mL), and after stirring for 2 h the precipitate was collected. The solid was suspended in saturated aqueous NaHCO3 (50 mL) and stirred at RT for 12 h. The product was filtered and washed with water to provide 550 mg of 7-chloro-9-nitro-β-carboline.

Workup

  1. customwas collected
  2. stirringstirred at RT for 12 h
  3. filtrationThe product was filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-3a15c8c344a043a9a9ba4e0390cf06a7
Source dataset
uspto-grants-2016_02
Patent number
US09248124B2

Reaction notes

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