Dimethylformamide dimethyl acetal → HCID 178484334, compound

HRID 385741Notes

Reaction equation

HRID 385741 reaction equation
[N+:1]([C:4]1[S:8][C:7]([C:9]([NH2:11])=[O:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>CN(C=O)C>[CH3:14][N:15](/[CH:17]=[N:11]/[C:9]([C:7]1[S:8][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)=[O:10])[CH3:16]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 3147105-Nitrothiophene-2-carboxamide

Product 1

HCID 178484334HCID 178484334, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

5-Nitrothiophene-2-carboxamide (5.80 g, 33.7 mmol) was combined with N,N-dimethylformamide dimethyl acetal (75 mL, 560 mmol) and stirred at 120° C. overnight (added 10 mL DMF to help dissolve the starting material). The red-brown solution was cooled to room temperature, at which point a solid precipitated from solution. The solid was isolated by filtration, washed with Et2O, and dried to provide the title compound as tan crystals.

Workup

  1. dissolutionto help dissolve the starting material)
  2. temperatureThe red-brown solution was cooled to room temperature, at which point a solid
  3. customprecipitated from solution
  4. customThe solid was isolated by filtration
  5. washwashed with Et2O
  6. customdried

Sources & evidence

ORD record
ord-78ab10ec18db451f96a7d192dfc996a2
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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