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

HRID 1795086Notes

Reaction equation

HRID 1795086 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 of the product from example 12 (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. stirringafter stirring for 2 h the precipitate
  2. customwas collected
  3. stirringstirred at RT for 12 h
  4. filtrationThe product was filtered
  5. washwashed with water

Sources & evidence

ORD record
ord-256d1c1935404b8291f0e3f055f68e20
Source dataset
uspto-grants-2006_04
Patent number
US07026331B2

Reaction notes

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