Ammonia → 5-[(2E)-3-(2-Anilinothiazol-4-yl)allylidene]-rhodanine-3-acetic acid

HRID 2107203Notes

Reaction equation

HRID 2107203 reaction equation
[NH:1]([C:8]1[S:9][CH:10]=[C:11](/[CH:13]=[CH:14]/[CH:15]=O)[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:17]1[CH2:23][C:21](=[O:22])[N:20]([CH2:24][C:25]([OH:27])=[O:26])[C:18]1=[S:19].[Cl-].[NH4+].N>C(O)C>[NH:1]([C:8]1[S:9][CH:10]=[C:11](/[CH:13]=[CH:14]/[CH:15]=[C:23]2[S:17][C:18](=[S:19])[N:20]([CH2:24][C:25]([OH:27])=[O:26])[C:21]2=[O:22])[N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 797933-Thiazolidineacetic acid, 4-oxo-2-thioxo-HCID 15053531(2E)-3-(2-anilinothiazol-4-yl)acrylaldehyde

Product 1

HCID 867440315-[(2E)-3-(2-Anilinothiazol-4-yl)allylidene]-rhodanine-3-acetic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following a procedure similar to that described in Example 1, the desired compound was prepared from 0.4 g of (2E)-3-(2-anilinothiazol-4-yl)acrylaldehyde, 0.29 g of rhodanine-3-acetic acid, 0.22 g of ammonium chloride, 0.2 ml of 28% v/v aqueous ammonia and 10 ml of ethanol. The resulting product was a reddish-brown powder having the following physical properties.

Sources & evidence

ORD record
ord-c053da2e314a42239369e009cb1ff21d
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

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