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

HRID 1954198Notes

Reaction equation

[CH3:1][N:2]1[C:6](=[O:7])[CH2:5][S:4][C:3]1=[S:8].[OH:9][C:10]1[CH:11]=[C:12]([CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[C:17]=1[OH:18])[CH:13]=O.N1CCCCC1>C(O)(=O)C>[OH:9][C:10]1[CH:11]=[C:12]([CH:13]=[C:5]2[S:4][C:3](=[S:8])[N:2]([CH3:1])[C:6]2=[O:7])[CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[C:17]=1[OH:18]

Participants

Conditions

Temperature: 100 °C

Procedure

A solution containing 0.74 g (0.005 mol) of 3-methyl-2-thioxothiazolidin-4-one, 0.92 g (0.005 mol) of 3,4-dihydroxy-5-nitrobenzaldehyde, 0.05 ml of piperidine in 10 ml of acetic acid was heated for 8 h at 100° C. The product was filtered and washed with 2-propanol. Yield 0.87 g (56%), mp 274-276° C.

Workup

filtrationThe product was filtered
washwashed with 2-propanol

Sources & evidence

ORD record: ord-fbf74dad933e4f159c3e9b7e6cbddfe8
Source dataset: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06121303

Reaction notes

Loading…