Hydrochloric Acid → HCID 21866455, compound

HRID 1952844Notes

Reaction equation

HRID 1952844 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].[ClH:13]>CO.[Pd]>[ClH:13].[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

5

Reactant 2

HCID 313Hydrochloric AcidHCID 28044715-cyano-3,4-dimethylthiophene-2-carboxamide

Product 1

HCID 21866455HCID 21866455, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

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 and, after addition of 9.5 g of Pd on carbon (10%), hydrogenated at room temperature. After uptake of 4.7 l of hydrogen (4 h), methanol was distilled out under reduced pressure, and the aqueous phase was extracted three times with ethyl acetate and then freeze-dried. 16.3 g of the required product were obtained as a white solid (70.4% of theory).

Workup

  1. customhydrogenated at room temperature
  2. distillationAfter uptake of 4.7 l of hydrogen (4 h), methanol was distilled out under reduced pressure
  3. extractionthe aqueous phase was extracted three times with ethyl acetate
  4. customfreeze-dried

Sources & evidence

ORD record
ord-7917aa74ecf5444093f863d8232787d7
Source dataset
uspto-grants-2000_09
Patent number
US06114358

Reaction notes

Loading…