Réaction #1435700

ord-8564b43dc7534184b7697101410e3e8d

Équation de réaction

C1CCNCC1
piperidine
CC1=CC(=C(C#N)C#N)C=C(C(C)(C)C)O1
2-(2-tert-butyl-6-methyl-pyran-4-ylidene)-malononitrile
CN(C)c1sc(C=O)c2c1OCCO2
7-dimethylamino-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5-carbaldehyde
CN(C)c1sc(C=CC2=CC(=C(C#N)C#N)C=C(C(C)(C)C)O2)c2c1OCCO2
target compound
Rendement 48.8%
CN(C)c1sc(C=CC2=CC(=C(C#N)C#N)C=C(C(C)(C)C)O2)c2c1OCCO2
2-{2-tert-butyl-6-[2-(7-dimethylamino-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5-yl)-vinyl]-pyran-4-ylidene}-malononitrile
Rendement 48.8%

Solvants

Conditions de réaction

Température
75°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONwas added
  2. 2
    TempératureAfter cooling the reaction solution
  3. 3
    Filtrationthe precipitated red solid was filtered
  4. 4
    Autrerecrystallized with ethanol

Mode opératoire

As shown in the following reaction 1, 2.14 g (10 mmol) of 2-(2-tert-butyl-6-methyl-pyran-4-ylidene)-malononitrile and 2.13 g (10 mmol) of 7-dimethylamino-2,3-dihydro-thieno[3,4-b][1,4]dioxine-5-carbaldehyde were added into 100 ml of ethanol, and 0.93 g (11 mmol) of piperidine was added thereto. The reaction solution was heated at 75° C. for 10 hours. After cooling the reaction solution, the precipitated red solid was filtered, and recrystallized with ethanol to obtain 2 g of the target compound (Yield 48%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07211335B2uspto-grants-2007_05