تفاعل #56595

ord-92f36e32dd5d4bacbd6092f3ab38af0a

معادلة التفاعل

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
المردود 84.4%

المذيبات

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter cooling to room temperature the reaction mixture
  2. 2
    أخرىwas quenched with 100 ml 3N HCl
  3. 3
    ترشيحthe resulting precipitate was filtered off
  4. 4
    غسيلwashed with water (100 ml) and ethanol (50 ml)

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07419620B2uspto-grants-2008_09