Piperidine → 5-[(3,4-Dihydroxy-5-nitrophenyl)methylidene]-2-aminothiazolidin-4-one

HRID 977199Notes

Reaction equation

HRID 977199 reaction equation
[NH2:1][CH:2]1[NH:6][C:5](=[O:7])[CH2:4][S:3]1.[OH:8][C:9]1[CH:10]=[C:11]([CH:14]=[C:15]([N+:18]([O-:20])=[O: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:4]2[S:3][CH:2]([NH2:1])[NH:6][C:5]2=[O:7])[CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[C:16]=1[OH:17]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 57489573,4-Dihydroxy-5-nitrobenzaldehydeHCID 152925802-Amino-1,3-thiazolidin-4-one

Product 1

HCID 544033275-[(3,4-Dihydroxy-5-nitrophenyl)methylidene]-2-aminothiazolidin-4-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A solution containing 0.58 g (0.005 mol) of 2-aminothiazolidin-4-one, 0.92 g (0.005 mol) of 3,4-dihydroxy-5-nitrobenzaldehyde and 0.05 ml of piperidine in 5 ml of acetic acid was heated for 24 h at 100° C. The product was filtered and washed with ethanol. Yield 1.2 g (86%), mp 250° C. (decomp.).

Workup

  1. filtrationThe product was filtered
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-38eef3d791024724835a9ccabbec80ae
Source dataset
uspto-grants-1997_03
Patent number
US05614541

Reaction notes

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