Tetraethyl orthocarbonate → HCID 16749867, compound

HRID 908088Notes

Reaction equation

HRID 908088 reaction equation
[C:1]([C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:4]=1[S:10]([NH2:13])(=[O:12])=[O:11])#[N:2].[CH2:14]([O:16][C:17](OCC)(OCC)[O:18][CH2:19][CH3:20])[CH3:15]>C(O)C>[C:1]([C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:4]=1[S:10]([N:13]=[C:17]([O:18][CH2:19][CH3:20])[O:16][CH2:14][CH3:15])(=[O:12])=[O:11])#[N:2]

Participants

4

Reactant 2

HCID 66213Tetraethyl orthocarbonateHCID 67405328HCID 67405328, compound

Product 1

HCID 16749867HCID 16749867, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.60 g (18.4 mmol) 2-cyano-3-methyl-benzenesulfonamide and 5.29 g tetraethoxymethane (27.5 mmol) were heated to 160° C. slowly with stirring under removal of ethanol from the mixture. The mixture was cooled to room temperature. The residue was digerated with petrol ether, filtered and dried to afford 4.91 g (90% of theory) 2-Cyano-N-diethoxymethylene-3-methyl-benzene-sulfon-amide.

Workup

  1. filtrationfiltered
  2. customdried

Sources & evidence

ORD record
ord-dda0c240d6b748b781b43defcb9a5638
Source dataset
uspto-grants-2011_09
Patent number
US08017554B2

Reaction notes

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