Ethanol → HCID 86593204, compound

HRID 2356755Notes

Reaction equation

HRID 2356755 reaction equation
[Cl:1][C:2]1[S:3][C:4]([C:7](=[O:14])[CH2:8][N:9](C=O)[CH:10]=[O:11])=[CH:5][CH:6]=1.[OH-].[K+].C(O)C>O1CCCC1>[Cl:1][C:2]1[S:3][C:4]([C:7](=[O:14])[CH2:8][NH:9][CH:10]=[O:11])=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 86593205HCID 86593205, compound

Product 1

HCID 86593204HCID 86593204, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the crude crystal of 2-chloro-5-(diformylaminoacetyl)-thiophene were added potassium hydroxide (0.60 g), ethanol (70 ml) and tetrahydrofuran (40 ml), and the mixture was stirred at room temperature for one hour. After removing the solvent under reduced pressure, tetrahydrofuran (150 ml) and anhydrous magnesium sulfate were added to the residue, and insoluble material was removed by filtration and washed with tetra-hydrofuran. The filtrate and the washed solution were combined and the solvent was removed under reduced pressure. The residue was crystallized from diisopropyl ether-ethyl acetate to obtain 2-chloro-5-(formylaminoacetyl)thiophene (14.81 g) as pale brownish crystal.

Workup

  1. customAfter removing the solvent under reduced pressure, tetrahydrofuran (150 ml) and anhydrous magnesium sulfate
  2. additionwere added to the residue, and insoluble material
  3. customwas removed by filtration
  4. washwashed with tetra-hydrofuran
  5. customthe solvent was removed under reduced pressure
  6. customThe residue was crystallized from diisopropyl ether-ethyl acetate

Sources & evidence

ORD record
ord-bd6d45fa0662402a99e0a74debd4e3de
Source dataset
uspto-grants-2010_07
Patent number
US07759373B2

Reaction notes

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