Sodium Acetate → 6-(2,4-Dioxo-thiazolidin-5-ylidenemethyl)-4-phenyl-quinoline-3-carbonitrile

HRID 1297708Notes

Reaction equation

HRID 1297708 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][C:7]([C:13]#[N:14])=[C:6]2[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=O.[S:21]1[CH2:27][C:25](=[O:26])[NH:24][C:22]1=S.C([O-])(=[O:30])C.[Na+]>C(O)(=O)C>[O:30]=[C:22]1[NH:24][C:25](=[O:26])[C:27](=[CH:1][C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=2)[N:9]=[CH:8][C:7]([C:13]#[N:14])=[C:6]3[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[S:21]1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 1201546RhodanineHCID 585857646-Formyl-4-phenyl-quinoline-3-carbonitrile

Product 1

HCID 866024966-(2,4-Dioxo-thiazolidin-5-ylidenemethyl)-4-phenyl-quinoline-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Similar procedure as described in example 61j was used, starting from 6-formyl-4-phenyl-quinoline-3-carbonitrile (example 62c), rhodanine, sodium acetate, and acetic acid to give 6-(2,4-dioxo-thiazolidin-5-ylidenemethyl)-4-phenyl-quinoline-3-carbonitrile. LC-MS m/e 374 (MH+).

Sources & evidence

ORD record
ord-b1a3d265718d42dca22b86b0fea838be
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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