Bromine → HCID 13037335, compound

HRID 1757976Notes

Reaction equation

HRID 1757976 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-8c5a98805f9c4f069c8f892f568a98b1
Source dataset
uspto-grants-1983_02
Patent number
US04371536

Reaction notes

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