Bromine → HCID 13037335, compound

HRID 1085446Notes

Reaction equation

HRID 1085446 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][C:14]([N+:19]([O-:21])=[O:20])=[CH:13][CH:12]=3)=[O:5])[CH3:2].[Br:22]Br>C(Cl)(Cl)Cl>[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][C:12]=3[Br:22])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 24408BromineHCID 13037332ethyl 6-nitro-9H-beta-carboline-3-carboxylate

Product 1

HCID 13037335HCID 13037335, compoundYield 17.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

285 mg of 6-nitro-β-carbolin-3-carboxylic acid ethyl ester is introduced into 5.8 g of bromine and stirred for 2 days at room temperature. The mixture is then diluted with 15 ml of chloroform and filtered with suction. The residue is recrystallized from pyridine and chromatographed on silica gel with chloroform-methanol (9:1). 65 mg of 8-bromo-6-nitro-β-carbolin-3-carboxylic acid ethyl ester of melting point 291°-292° C. is obtained.

Workup

  1. filtrationfiltered with suction
  2. customThe residue is recrystallized from pyridine
  3. customchromatographed on silica gel with chloroform-methanol (9:1)

Sources & evidence

ORD record
ord-7be8af25df784a4f949855d9e1821455
Source dataset
uspto-grants-1991_04
Patent number
US05010077

Reaction notes

Loading…