Hydrochloric Acid → 2-(2-Fluoro-phenyl)-3H-thieno[2,3-d]pyrimidin-4-one

HRID 1010823Notes

Reaction equation

HRID 1010823 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[C:4]([NH:6][C:7]1[S:8][CH:9]=[CH:10][C:11]=1[C:12]([NH2:14])=[O:13])=O.Cl>[OH-].[Na+].C(O)C>[F:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[C:4]1[NH:14][C:12](=[O:13])[C:11]2[CH:10]=[CH:9][S:8][C:7]=2[N:6]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 71641022-(2-Fluorobenzamido)thiophene-3-carboxamide

Product 1

HCID 211043032-(2-Fluoro-phenyl)-3H-thieno[2,3-d]pyrimidin-4-oneYield 68%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

2-(2-Fluoro-benzoylamino)-thiophene-3-carboxylic acid amide (8.56 g, 32.4 mmole) was dissolved in a mixture of 20 ml 1 M sodium hydroxide and 60 ml ethanol. The mixture was brought to reflux for 4 hours. The reaction mixture was cooled and poured onto ice. The solution was acidified with dilute hydrochloric acid and the product was isolated by filtration. Upon vacuum drying 5.42 g of product was obtained (Yield: 68%).

Workup

  1. temperatureto reflux for 4 hours
  2. temperatureThe reaction mixture was cooled
  3. additionpoured onto ice
  4. customthe product was isolated by filtration
  5. dry with materialUpon vacuum drying 5.42 g of product
  6. customwas obtained (Yield: 68%)

Sources & evidence

ORD record
ord-49d4cdb32c5b44ea8d7d4212bb8dc3d0
Source dataset
uspto-grants-2011_07
Patent number
US07977342B2

Reaction notes

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