Bromine → HCID 20393733, compound

HRID 1862825Notes

Reaction equation

HRID 1862825 reaction equation
[CH:1]([NH:4][C:5]1[C:18]2[C:17](=[O:19])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3[OH:20])[C:10](=[O:21])[C:9]=2[CH:8]=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[Br:22]Br>[N+](C1C=CC=CC=1)([O-])=O.CO>[CH:1]([NH:4][C:5]1[C:18]2[C:17](=[O:19])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3[OH:20])[C:10](=[O:21])[C:9]=2[C:8]([Br:22])=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 24408BromineHCID 20393734HCID 20393734, compound

Product 1

HCID 20393733HCID 20393733, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 7416NitrobenzeneSolvent

Procedure

55 g of 1-isopropylamino-8-hydroxy-anthraquinone are dissolved in 110 ml of nitrobenzene at 100°, the solution is cooled to 15°-20° whilst stirring, 40 g of bromine are added over the course of approx. 10 minutes, the mixture is stirred overnight until cold and is diluted with 150 ml of methanol whilst cold, the whole is stirred for some time longer and the product is filtered off, washed with methanol and dried. Yield: 53 g.

Workup

  1. temperaturethe solution is cooled to 15°-20°
  2. stirringthe mixture is stirred overnight until cold and
  3. stirringis stirred for some time longer
  4. filtrationthe product is filtered off
  5. washwashed with methanol
  6. customdried

Sources & evidence

ORD record
ord-59223e961f0b47deb3edd76f20252e59
Source dataset
uspto-grants-1979_09
Patent number
US04166822

Reaction notes

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