Реакция #56595

ord-92f36e32dd5d4bacbd6092f3ab38af0a

Уравнение реакции

CN(C)c1ccc(N=Nc2ccc(N=Nc3ccc(O)c4ccccc34)cc2)c2ccccc12
1-[4-(4-(dimethylamino)naphthylazo)phenylazo]-4-hydroxy-naphtalene
C=CC(=O)OCCCCCCI
6-iodohexyl acrylate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C=CC(=O)OCCCCCCOc1ccc(N=Nc2ccc(N=Nc3ccc(N(C)C)c4ccccc34)cc2)c2ccccc12
1-[4-(4-(dimethylamino)naphthylazo)-phenylazo]-4-(6-acryloyloxyhexyloxy)naphtalene
Выход 84.4%

Растворители

Условия реакции

Температура
60°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураAfter cooling to room temperature the reaction mixture
  2. 2
    Другоеwas quenched with 100 ml 3N HCl
  3. 3
    Фильтрацияthe resulting precipitate was filtered off
  4. 4
    Промывкаwashed with water (100 ml) and ethanol (50 ml)

Методика

A mixture consisting of 0.44 g of 1-[4-(4-(dimethylamino)naphthylazo)phenylazo]-4-hydroxy-naphtalene, 0.56 g of 6-iodohexyl acrylate, and 0.28 g of potassium carbonate in 10 ml of DMF was stirred under nitrogen atmosphere for 3 h at 60° C. After cooling to room temperature the reaction mixture was quenched with 100 ml 3N HCl and the resulting precipitate was filtered off, washed with water (100 ml) and ethanol (50 ml) to give 0.5 g of pure 1-[4-(4-(dimethylamino)naphthylazo)-phenylazo]-4-(6-acryloyloxyhexyloxy)naphtalene as a brownish powder; λmax. (CB 483): 504 nm.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07419620B2uspto-grants-2008_09