2-Aminoanthraquinone → HCID 59816759, Verbindung

HRID 1404214

Reaktionsgleichung

Reaktionsgleichung von HRID 1404214
[NH2:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12](=[O:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[O:17])[C:4]=2[CH:3]=1.CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2].[C:39]([O:44][CH2:45][CH2:46][N:47]=[C:48]=[O:49])(=[O:43])[C:40]([CH3:42])=[CH2:41]>CS(C)=O>[C:39]([O:44][CH2:45][CH2:46][NH:47][C:48](=[O:49])[NH:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12](=[O:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[O:17])[C:4]=2[CH:3]=1)(=[O:43])[C:40]([CH3:42])=[CH2:41]

Komponenten

5

Edukt 3

HCID 83412-AminoanthraquinoneHCID 93182-ethylhexanoic acid tin(II) saltHCID 354092-Isocyanatoethyl methacrylate

Produkt 1

HCID 59816759HCID 59816759, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

22.3 g of 2-aminoanthraquinone (manufactured by Wako Pure Chemical Industries, Ltd.) and 180 g of dimethyl sulfoxide were stirred at 60° C., and then 0.04 g of STANOCT (trade name, manufactured by API Corporation; stannous octoate) was added thereto. Furthermore, 20.2 g of KARENZ MOI (trade name, manufactured by Showa Denko Kabushiki Kaisha; 2-isocyanatoethyl methacrylate) was added thereto, and the mixture was stirred for 4 hours. The reaction solution was filtered, and the filtrated was cooled to room temperature. Subsequently, 200 g of normal hexane was added to the reaction solution, and the mixture was stirred for one hour and then was subjected to filtration and washing, to obtain 33.1 g of 2-(2-methacryloyloxyethylureido)anthraquinone. 175 g of N-methylpyrrolidone (manufactured by Wako Pure Chemical Industries, Ltd.) was added to 21.1 g of 2-(2-methacryloyloxyethylureido)anthraquinone and 60.9 g of thioglycerol (manufactured by Sigma-Aldrich Co.), and the mixture was heated to 65° C. and stirred for 30 minutes under a nitrogen atmosphere. Subsequently, 0.14 g of V-65 (trade name, manufactured by Wako Pure Chemical Industries, Ltd.; 2,2′-azobis(2,4-dimethylvaleronitrile) was added thereto, and the mixture was stirred for 2 hours. 500 g of a mixed solvent of water/methanol (mixture at a weight ratio of 1:1) was added to the reaction solution, and the crystals crystallized out therefrom were separated by filtration and were washed using 100 g of methanol. The obtained solids were dried under reduced pressure, and 23.0 g of M-8 was obtained as brown solids.

Aufarbeitung

  1. filtrationThe reaction solution was filtered
  2. additionSubsequently, 200 g of normal hexane was added to the reaction solution
  3. stirringthe mixture was stirred for one hour
  4. filtrationwas subjected to filtration
  5. washwashing

Quellen und Nachweise

ORD-Eintrag
ord-d281fe2d31ea4941b4c22ad6e246e8f4
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912248B2

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