Sodium ethoxide → HCID 117966492, compound

HRID 931128Notes

Reaction equation

HRID 931128 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([S:9]([NH:12][CH3:13])(=[O:11])=[O:10])[CH:6]=[N:7][CH:8]=1)#[N:2].[O-:14][CH2:15][CH3:16].[Na+]>C(O)C>[CH3:13][NH:12][S:9]([C:5]1[CH:6]=[N:7][CH:8]=[C:3]([CH:4]=1)[C:1](=[NH:2])[O:14][CH2:15][CH3:16])(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 89854217HCID 89854217, compound

Product 1

HCID 117966492HCID 117966492, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 5-cyano-N-methylpyridine-3-sulfonamide (0.1 g, 0.5 mmol) in ethanol was added sodium ethoxide (0.03 g, 0.55 mmol). After 2 h, the mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic layer was concentrated under reduced pressure to afford ethyl 5-(N-methylsulfamoyl)nicotinimidate (120 mg) as an off-white solid. The material was used without further purification. MS (ES+APCI) 244.0; LCMS retention time: 3.047 min (Method I).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customThe residue was partitioned between ethyl acetate and water
  3. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e987897b24a049ceb51b7ca4a0a6b1d0
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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