Bromine → HCID 178524228, compound

HRID 719179Notes

Reaction equation

HRID 719179 reaction equation
[OH:1][C:2]1[C:7]2=[CH:8][CH:9]=[C:10]3[C:19]([N:18]=[C:17]4[C:12]([CH:13]=[CH:14][CH:15]=[C:16]4[C:20]([OH:22])=[O:21])=[N:11]3)=[C:6]2[CH:5]=[CH:4][CH:3]=1.[Br:23]Br>C(Cl)(Cl)Cl>[Br:23][C:3]1[CH:4]=[CH:5][C:6]2=[C:19]3[C:10](=[CH:9][CH:8]=[C:7]2[C:2]=1[OH:1])[N:11]=[C:12]1[C:17]([C:16]([C:20]([OH:22])=[O:21])=[CH:15][CH:14]=[CH:13]1)=[N:18]3

Participants

4

Reactant 2

HCID 24408BromineHCID 178524229HCID 178524229, compound

Product 1

HCID 178524228HCID 178524228, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 4-hydroxy-benzo[a]phenazine-11-carboxylic acid (see Reference Example 1K, 102 mg) and bromine (0.04 mL) was stirred in chloroform (3 mL) at room temperature for 20 hours. The solvent was removed in vacuo and the residue was purified using flash chromatography (10% methanol in dichloromethane) to yield the title compound (24 mg) as a yellow-brown solid.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified

Sources & evidence

ORD record
ord-3bc2b376617f44c3a382aa875f8f1af9
Source dataset
uspto-grants-2006_11
Patent number
US07132419B2

Reaction notes

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