Sodium Acetate → 105355-26-8

HRID 1743336Notes

Reaction equation

HRID 1743336 reaction equation
Br[CH:2]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH3:24])=[CH:19][N:18]=2)=[CH:10][CH:9]=1)[C:3](OC)=[O:4].[NH2:25][C:26]([NH2:28])=[S:27].C([O-])(=O)C.[Na+]>C(O)C>[CH2:23]([C:20]1[CH:21]=[CH:22][C:17]([CH2:16][CH2:15][O:14][C:11]2[CH:12]=[CH:13][C:8]([CH2:7][CH:2]3[S:27][C:26](=[NH:25])[NH:28][C:3]3=[O:4])=[CH:9][CH:10]=2)=[N:18][CH:19]=1)[CH3:24]

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 2723790ThioureaHCID 11610843Methyl 2-bromo-3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}propanoate

Product 1

HCID 135905356105355-26-8

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of methyl 2-bromo-3-(4-(2-(5-ethyl-2-pyridyl)ethoxy)phenyl)propionate (28.4 g), thiourea (5.5 g), sodium acetate (6 g) and ethanol (200 ml) is heated to reflux under heating for three hours. The mixture is concentrated and the concentrate is neutralized with saturated solution of sodium hydrogencarbonate. Adding water (80 ml) and ether (40 ml) precipitates a solid from the mixture. Filtering off gives beige-coloured crystalline

Workup

  1. temperatureis heated
  2. temperatureto reflux
  3. temperatureunder heating for three hours
  4. concentrationThe mixture is concentrated
  5. customAdding water (80 ml) and ether (40 ml) precipitates a solid from the mixture
  6. filtrationFiltering off
  7. customgives beige-coloured crystalline

Sources & evidence

ORD record
ord-21b37b2f7f5648d2b9db53688a341f32
Source dataset
uspto-grants-2006_03
Patent number
US07009057B2

Reaction notes

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