2-Mercaptoethanol → HCID 66732788, compound

HRID 273425Notes

Reaction equation

HRID 273425 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[C:24]3[C:23](=[O:25])[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[C:16](=[O:26])[C:15]=3[C:14]([NH2:27])=[C:13](Cl)[CH:12]=2)=[CH:6][CH:5]=1.[SH:29][CH2:30][CH2:31][OH:32].[OH-].[Na+]>CN(C)C=O>[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[C:24]3[C:23](=[O:25])[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[C:16](=[O:26])[C:15]=3[C:14]([NH2:27])=[C:13]([S:29][CH2:30][CH2:31][OH:32])[CH:12]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 15672-MercaptoethanolHCID 14798Sodium HydroxideHCID 66732296HCID 66732296, compound

Product 1

HCID 66732788HCID 66732788, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
80 °C

Procedure

A mixture of 50.4 g of 1-[4-(2-hydroxyethyl)phenylamino]-3-chloro-4-aminoanthraquinone Ic from Example 3 and 100 ml of dimethylformamide (DMF) is heated to 80° C. in a laboratory reaction apparatus. A further 50 ml of DMF and 11 g of 2-mercaptoethanol are then added. At an internal temperature of 83° C., 18.6 g of 30% aqueous sodium hydroxide solution are then slowly added dropwise and the mixture is stirred for 3 hours at 80° C. After cooling to RT, the precipitate is filtered off, washed with ethanol and dried in a vacuum drying chamber.

Workup

  1. temperatureAfter cooling to RT
  2. filtrationthe precipitate is filtered off
  3. washwashed with ethanol
  4. customdried in a vacuum
  5. customdrying chamber

Sources & evidence

ORD record
ord-8c69885207854f7a97a7fcfac6bd8531
Source dataset
uspto-grants-2008_11
Patent number
US07456316B2

Reaction notes

Loading…