HCID 4128981, compound → HCID 18537297, compound

HRID 2298623Notes

Reaction equation

HRID 2298623 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:12]([O:14][CH3:15])=[O:13])[S:6][C:7]=1S(C)(=O)=O)#[N:2].[CH3:16][O-:17].[Na+]>CO>[C:1]([C:3]1[CH:4]=[C:5]([C:12]([O:14][CH3:15])=[O:13])[S:6][C:7]=1[O:17][CH3:16])#[N:2]

Participants

4

Reactant 2

HCID 4128981HCID 4128981, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 18537297HCID 18537297, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-cyano-5-(methylsulfonyl)thiophene-2-carboxylate (2 g, 8 mmol) was refluxed with 0.5 M sodium methoxide in methanol (16 mL) for 15 minutes. The solution was cooled, the crystallized solid collected on a Buchner funnel and washed with methanol (50 mL) to give methyl 4-cyano-5-methoxythiophene-2-carboxylate (1.145 g, 73%) as a solid. 1H-NMR (DMSO-d6; 300 MHz) δ8.87 (s, 1H) 4.19 (s, 3H), 3.82 (s, 3H).

Workup

  1. temperatureThe solution was cooled
  2. customthe crystallized solid collected on a Buchner funnel
  3. washwashed with methanol (50 mL)

Sources & evidence

ORD record
ord-0b780b0de1fc47b7b7ab908ed2cd4259
Source dataset
uspto-grants-2002_12
Patent number
US06492403B1

Reaction notes

Loading…