Nitric Acid → HCID 13037332, compound

HRID 355823

Reaction equation

HRID 355823 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[O:5])[CH3:2].[N+:19]([O-])([OH:21])=[O:20]>>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18]=1)=[CH:15][C:14]([N+:19]([O-:21])=[O:20])=[CH:13][CH:12]=3)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 105078Ethyl Beta-Carboline-3-Carboxylate

Product 1

HCID 13037332HCID 13037332, compoundYield 63%

Procedure

9H-β-carboline-3-carboxylic acid ethyl ester (20 g, 833 mmol) was slowly added to concentrated nitric acid (400 mL). The reaction mixture was stirred at 70°-75° C. for 2 h. After cooling to room temperature the resulting mixture was poured onto ice (1 kg). The precipitated compound was collected, and recrystallized from pyridine (650 mL). This afforded the title compound (14.9 g, 63%). M.p. 339°-341° C.

Workup

  1. additionwas poured onto ice (1 kg)
  2. customThe precipitated compound was collected
  3. customrecrystallized from pyridine (650 mL)

Sources & evidence

ORD record
ord-bde2ebc93c234b76abec48393aeae3d3
Source dataset
uspto-grants-1998_11
Patent number
US05834482

Linked notes

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