Triethylamine → HCID 22139808, compound

HRID 2250504Notes

Reaction equation

HRID 2250504 reaction equation
[C:1]([NH:4][C:5]1[C:9]([Cl:10])=[C:8](Cl)[S:7][C:6]=1[C:12]([O:14][CH3:15])=[O:13])(=[O:3])[CH3:2].C(N(CC)CC)C.[H][H]>[Pd].CO>[C:1]([NH:4][C:5]1[C:9]([Cl:10])=[CH:8][S:7][C:6]=1[C:12]([O:14][CH3:15])=[O:13])(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 22139803HCID 22139803, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22139808HCID 22139808, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 25 g of methyl 3-acetylamino-4,5-dichlorothiophene-2-carboxylate, about 10 g of triethylamine, 300 ml of methanol and 1 g of palladium on carbon is, at room temperature and under atmospheric pressure, hydrogenated until the uptake of hydrogen has stopped. The catalyst is filtered off and the mixture is then concentrated by distillation under reduced pressure until crystallization begins, water is then added and the solid is filtered off. Colorless crystals from isopropanol. M.p. 142-147° C.

Workup

  1. customis, at room temperature and under atmospheric pressure
  2. filtrationThe catalyst is filtered off
  3. concentrationthe mixture is then concentrated by distillation under reduced pressure until crystallization
  4. additionwater is then added
  5. filtrationthe solid is filtered off

Sources & evidence

ORD record
ord-eaee1d7bc9f6477ba5e4d134b68925f3
Source dataset
uspto-grants-2008_01
Patent number
US07317033B2

Reaction notes

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