Ammonia → 5-[2-(p-Fluoroanilino)thiazol-4-ylmethylene]rhodanine-3-acetic acid

HRID 2107208Notes

Reaction equation

HRID 2107208 reaction equation
[F:1][C:2]1[CH:15]=[CH:14][C:5]([NH:6][C:7]2[S:8][CH:9]=[C:10]([CH:12]=O)[N:11]=2)=[CH:4][CH:3]=1.[S:16]1[CH2:22][C:20](=[O:21])[N:19]([CH2:23][C:24]([OH:26])=[O:25])[C:17]1=[S:18].[Cl-].[NH4+].N>C(O)C>[F:1][C:2]1[CH:15]=[CH:14][C:5]([NH:6][C:7]2[S:8][CH:9]=[C:10]([CH:12]=[C:22]3[S:16][C:17](=[S:18])[N:19]([CH2:23][C:24]([OH:26])=[O:25])[C:20]3=[O:21])[N:11]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 797933-Thiazolidineacetic acid, 4-oxo-2-thioxo-HCID 150535722-(p-Fluoroanilino)thiazole-4-carbaldehyde

Product 1

HCID 537697385-[2-(p-Fluoroanilino)thiazol-4-ylmethylene]rhodanine-3-acetic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction described in Example 1 was repeated, but using 1 g of 2-(p-fluoroanilino)thiazole-4-carbaldehyde, 0.85 g of rhodanine-3-acetic acid, 0.5 g of ammonium chloride, 0.5 ml of 28% v/v aqueous ammonia, and 10 ml of ethanol, giving the title compound as an orange powder.

Sources & evidence

ORD record
ord-181248d3b6ca4042be7e10e620504046
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

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