Ethanol → Sodium 5-{1-ethoxycarbonyl-1-[2-(3-phenylureido)thiazol-4-yl]met hylene]rhodanine-3-acetate tetrahydrate

HRID 2107179Notes

Reaction equation

HRID 2107179 reaction equation
[CH2:1]([O:3][C:4]([C:6](=[C:22]1[S:26][C:25](=[S:27])[N:24]([CH2:28][C:29]([OH:31])=[O:30])[C:23]1=[O:32])[C:7]1[N:8]=[C:9]([NH:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:14])[S:10][CH:11]=1)=[O:5])[CH3:2].C[O-:34].[Na+:35].C([OH:38])C>CCOCC>[OH2:3].[OH2:38].[OH2:34].[OH2:3].[CH2:1]([O:3][C:4]([C:6](=[C:22]1[S:26][C:25](=[S:27])[N:24]([CH2:28][C:29]([O-:31])=[O:30])[C:23]1=[O:32])[C:7]1[N:8]=[C:9]([NH:12][C:13]([NH:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[O:14])[S:10][CH:11]=1)=[O:5])[CH3:2].[Na+:35]

Participants

5

Reactant 3

HCID 702EthanolHCID 10942334Sodium MethoxideHCID 541363965-{1-Ethoxycarbonyl-1-[2-(3-phenylureido)thiazol-4-yl]methylene}rhodanine acetic acid

Product 1

HCID 86744026Sodium 5-{1-ethoxycarbonyl-1-[2-(3-phenylureido)thiazol-4-yl]met hylene]rhodanine-3-acetate tetrahydrate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture comprising 2.46 g of 5-{1-ethoxycarbonyl-1-[2-(3-phenylureido)thiazol-4-yl]methylene]rhodanine-3-acetic acid, 0.54 g of sodium methoxide and 30 ml of absolute ethanol was stirred for 1 hour under ice-cooling, then treated by ultrasonication at room temperature for 30 minutes. The reaction mixture was then poured into anhydrous ether and the crystalline product which precipitated out was collected by filtration, giving the desired compound as a reddish-brown powder.

Workup

  1. temperaturecooling
  2. additiontreated by ultrasonication at room temperature for 30 minutes
  3. customthe crystalline product which precipitated out
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-0d806cc2c03f45b2a55265ea996eb2ae
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

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