Piperidine → 5-[(3,4-Dihydroxy-5-cyanophenyl)methylidene]-2-thioxothiazolidin-4-one

HRID 977206

Reaction equation

HRID 977206 reaction equation
[S:1]1[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[S:3].[OH:8][C:9]1[CH:10]=[C:11]([CH:14]=[C:15]([C:18]#[N:19])[C:16]=1[OH:17])[CH:12]=O.N1CCCCC1>C(O)(=O)C>[OH:8][C:9]1[CH:10]=[C:11]([CH:12]=[C:7]2[S:1][C:2](=[S:3])[NH:4][C:5]2=[O:6])[CH:14]=[C:15]([C:18]#[N:19])[C:16]=1[OH:17]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 1201546RhodanineHCID 152925835-Formyl-2,3-dihydroxybenzonitrile

Product 1

HCID 537807835-[(3,4-Dihydroxy-5-cyanophenyl)methylidene]-2-thioxothiazolidin-4-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A solution containing 0.61 g of rhodanine, 0.72 g of 3,4-dihydroxy-5-cyanobenzaldehyde and 0.1 ml of piperidine in 10 ml of acetic acid was heated for 4 h at 100° C. The product was filtered and washed with 2-propanol. Yield 0.35 g, mp >350° C.

Workup

  1. filtrationThe product was filtered
  2. washwashed with 2-propanol

Sources & evidence

ORD record
ord-3cc49db8fd1e455285acc574fa55ec6c
Source dataset
uspto-grants-1997_03
Patent number
US05614541

Linked notes

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