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

HRID 977205

Reaction equation

HRID 977205 reaction equation
[NH: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[C:5](=[O:6])[NH:4][C:2](=[S:3])[NH:1]2)[CH:14]=[C:15]([C:18]#[N:19])[C:16]=1[OH:17]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 12740302-ThiohydantoinHCID 152925835-Formyl-2,3-dihydroxybenzonitrile

Product 1

HCID 543904614-[(3,4-Dihydroxy-5-cyanophenyl)methylidene]-2-thioxoimidazolidin-5-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A solution containing 0.58 g of thiohydantoin, 0.82 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 ether. Yield 0.51 g, mp 210°-213° C.

Workup

  1. filtrationThe product was filtered
  2. washwashed with ether

Sources & evidence

ORD record
ord-9a48546ee4fd456493cbf86ab7ca7bd5
Source dataset
uspto-grants-1997_03
Patent number
US05614541

Linked notes

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