HCID 20393725, compound → HCID 20393734, compound

HRID 1862824Notes

Reaction equation

HRID 1862824 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[O:20]CCOC)[C:10](=[O:25])[C:9]=2[CH:8]=[CH:7][CH:6]=1)([CH3:3])[CH3:2]>S(=O)(=O)(O)O.O>[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:25])[C:9]=2[CH:8]=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 20393725HCID 20393725, compound

Product 1

HCID 20393734HCID 20393734, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

25 g of 1-isopropylamino-8-(β-methoxy-ethoxy)-anthraquinone are dissolved in 75 ml of 75% strength sulphuric acid and the solution is stirred at 130°-135° until no further starting material is detectable in a worked-up sample (approx. 90 minutes being required). The mixture is stirred until it has cooled to 80° and is diluted with 85 ml of water at the same temperature, it is left until the product precipitates as crystals and diluted with a further 41 ml of water at above 50°, the product is filtered off at 50° and rinsed with 35% strength sulphuric acid, the filter residue is decomposed in water and the product is filtered off, washed until neutral and dried in vacuo. Yield: 15.5 g. Quality: 98% pure.

Workup

  1. customis detectable in a worked-up sample (approx. 90 minutes being required)
  2. stirringThe mixture is stirred until it
  3. temperaturehas cooled to 80°
  4. waitis left until the product
  5. customprecipitates as crystals
  6. additiondiluted with a further 41 ml of water at above 50°
  7. filtrationthe product is filtered off at 50°
  8. washrinsed with 35% strength sulphuric acid
  9. filtrationthe product is filtered off
  10. washwashed until neutral and
  11. customdried in vacuo

Sources & evidence

ORD record
ord-69123a42092845f48e1b8f70c624a13f
Source dataset
uspto-grants-1979_09
Patent number
US04166822

Reaction notes

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