Ammonia → 5-(2-Ethylaminothiazol-4-ylmethylene)rhodanine-3-acetic acid

HRID 2107211Notes

Reaction equation

HRID 2107211 reaction equation
[CH2:1]([NH:3][C:4]1[S:5][CH:6]=[C:7]([CH:9]=O)[N:8]=1)[CH3:2].[S:11]1[CH2:17][C:15](=[O:16])[N:14]([CH2:18][C:19]([OH:21])=[O:20])[C:12]1=[S:13].[Cl-].[NH4+].N>C(O)C>[CH2:1]([NH:3][C:4]1[S:5][CH:6]=[C:7]([CH:9]=[C:17]2[S:11][C:12](=[S:13])[N:14]([CH2:18][C:19]([OH:21])=[O:20])[C:15]2=[O:16])[N:8]=1)[CH3:2]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 797933-Thiazolidineacetic acid, 4-oxo-2-thioxo-HCID 150535752-Ethylaminothiazole-4-carbaldehyde

Product 1

HCID 545032515-(2-Ethylaminothiazol-4-ylmethylene)rhodanine-3-acetic acidYield 84.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction described in Example 1 was repeated, but using 1.27 g of 2-ethylaminothiazole-4-carbaldehyde, 1.3 g of rhodanine-3-acetic acid, 1 g of ammonium chloride, 1 ml of 28% v/v aqueous ammonia and 30 ml of ethanol, giving 1.9 g of the title compound as yellow needles.

Sources & evidence

ORD record
ord-705d432c13bb4592be46cb1ba9cbfb2a
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

Loading…