Benzaldehyde, 4-(diphenylamino)- → 1H-Benz[f]indene-1,3(2H)-dione

HRID 85409

Reaction equation

HRID 85409 reaction equation
C1(N([C:14]2[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][CH:15]=2)C2C=CC=CC=2)C=CC=CC=1>C(O)C>[C:18]1(=[O:19])[C:16]2[CH:15]=[C:14]3[CH:21]=[CH:14][CH:15]=[CH:16][C:21]3=[CH:20][C:17]=2[C:18](=[O:19])[CH2:17]1

Participants

3

Reactant 1

HCID 77846Benzaldehyde, 4-(diphenylamino)-

Product 1

HCID 6072331H-Benz[f]indene-1,3(2H)-dione

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Benz[f]indane-1,3-dione was synthesized according to J. Med. Chem., Vol. 16, paragraphs 1334 to 1339 (1973), and 2 g of this sample and 3.1 g of 4-(N,N-diphenylamino)benzaldehyde were heated with stirring in 20 ml of ethanol under reflux for 6 hours. After cooling to room temperature, the obtained crystal was separated by filtration, washed and recrystallized from chloroform-acetonitrile to obtain 4.3 g of Compound (1).

Workup

  1. temperatureunder reflux for 6 hours
  2. customthe obtained crystal was separated by filtration
  3. washwashed
  4. customrecrystallized from chloroform-acetonitrile

Sources & evidence

ORD record
ord-3b7e7a14fc614c7697de423d0ee960fc
Source dataset
uspto-grants-2014_09
Patent number
US08847208B2

Linked notes

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