Hydrochloric Acid → HCID 21866455, compound

HRID 1582901Notes

Reaction equation

HRID 1582901 reaction equation
[C:1]([C:3]1[S:7][C:6]([C:8]([NH2:10])=[O:9])=[C:5]([CH3:11])[C:4]=1[CH3:12])#[N:2].[H][H].[ClH:15]>CO.[Pd]>[ClH:15].[NH2:2][CH2:1][C:3]1[S:7][C:6]([C:8]([NH2:10])=[O:9])=[C:5]([CH3:11])[C:4]=1[CH3:12]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 28044715-cyano-3,4-dimethylthiophene-2-carboxamideHCID 178418361HCID 178418361, compound

Product 1

HCID 21866455HCID 21866455, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

19 g (105.42 mmol) of 5-cyano-3,4-dimethylthiophene-2-carboxamide were suspended in 760 ml of methanol and 110 ml of 2N hydrochloric acid solution, 9.5 g of Pd on charcoal (10%) were added, and the mixture was hydrogenated at room temperature. After 4.71 of hydrogen had been taken up (4 h), methanol was distilled out in vacuo, and the aqueous phase was extracted three times with ethyl acetate and subsequently freeze-dried. 16.3 g of the required product resulted as a white solid (70.4% of theory).

Workup

  1. customwas hydrogenated at room temperature
  2. distillationwas distilled out in vacuo
  3. extractionthe aqueous phase was extracted three times with ethyl acetate
  4. customsubsequently freeze-dried

Sources & evidence

ORD record
ord-1f2188164a794f93862e41d03daefca4
Source dataset
uspto-grants-2004_05
Patent number
US06740647B1

Reaction notes

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