Hydrochloric Acid → HCID 66742996, compound

HRID 2363948Notes

Reaction equation

HRID 2363948 reaction equation
[CH2:1]([NH:4][C:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[S:7][C:6]=1[C:16]([O:18]C)=[O:17])[CH2:2][CH3:3].C[O-].[Na+].CO.Cl>O>[CH2:1]([NH:4][C:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[S:7][C:6]=1[C:16]([OH:18])=[O:17])[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 10942334Sodium MethoxideHCID 66743958HCID 66743958, compound

Product 1

HCID 66742996HCID 66742996, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methyl 3-(propylamino)-5-(pyridin-4-yl)thiophene-2-carboxylate (0.573 g, 2.07 mmol), sodium methoxide (0.335 g, 6.21 mmol), methanol (8.0 mL) and water (2.0 mL) was refluxed overnight. The mixture was cooled in an ice-bath and conc. HCl (0.510 mL, 6.21 mmol) was added. The resultant yellow precipitate was collected by filtration and washed with water and methanol to afford the title compound (0.477 g, 88%) as a yellow solid:

Workup

  1. temperaturewas refluxed overnight
  2. temperatureThe mixture was cooled in an ice-bath
  3. filtrationThe resultant yellow precipitate was collected by filtration
  4. washwashed with water and methanol

Sources & evidence

ORD record
ord-87cabd3361f7457cb99ba2c106fa1c36
Source dataset
uspto-grants-2014_04
Patent number
US08691828B2

Reaction notes

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