Ethanol → 9,10-Anthracenedicarboxaldehyde bis(thiosemicarbazone)

HRID 128067

Reaction equation

HRID 128067 reaction equation
[CH:1]1[C:14]2[C:5](=[C:6]([CH:17]=O)[C:7]3[C:12]([C:13]=2[CH:15]=O)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[NH2:19][NH:20][C:21]([NH2:23])=[S:22].C(O)C>C(O)(=O)C>[N:19](=[CH:15][C:13]1[C:14]2[C:5]([C:6]([CH:17]=[N:19][NH:20][C:21]([NH2:23])=[S:22])=[C:7]3[C:12]=1[CH:11]=[CH:10][CH:9]=[CH:8]3)=[CH:4][CH:3]=[CH:2][CH:1]=2)[NH:20][C:21]([NH2:23])=[S:22]

Participants

5

Reactant 3

HCID 702EthanolHCID 815009,10-AnthracenedicarboxaldehydeHCID 2723789Thiosemicarbazide

Product 1

HCID 541255159,10-Anthracenedicarboxaldehyde bis(thiosemicarbazone)

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2.34 g. of 9,10-anthracenedicarboxaldehyde and 3.65 g. of thiosemicarbazide in 250 ml. of absolute ethanol containing 2.0 ml. of glacial acetic acid is heated on a steam bath for 24 hours, allowed to cool and then let stand overnight. The solid is collected, washed with absolute ethanol, dried and recrystallized from aqueous dimethylformamide giving the desired product as orange crystals, m.p. 275°-277° C.

Workup

  1. additionA mixture of 2.34 g
  2. temperatureto cool
  3. customThe solid is collected
  4. washwashed with absolute ethanol
  5. customdried
  6. customrecrystallized from aqueous dimethylformamide giving the desired product as orange crystals, m.p. 275°-277° C.

Sources & evidence

ORD record
ord-2ee26bc51843430c8eefafbe55df0a1b
Source dataset
uspto-grants-1981_03
Patent number
US04258181

Linked notes

Loading…