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Dimethylformamide dimethyl acetal → HCID 178425868, compound

HRID 1619133
Notes
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Reaction equation

HRID 1619133 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([NH2:7])=[O:6].CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[CH3:14][N:15](/[CH:17]=[N:7]/[C:5](=[O:6])[C:4]1[CH:8]=[CH:9][C:10]([CH3:11])=[C:2]([I:1])[CH:3]=1)[CH3:16]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 8333293-Iodo-4-methylbenzamide

Product 1

HCID 178425868HCID 178425868, compoundYield 78.1%

Conditions

Temperature
90 °C

Procedure

A suspension of 3-iodo-4-methylbenzamide (preparation 48a, 2.00 g, 7.7 mmol) in 1,1-dimethoxy-N,N-dimethylmethanamine (4.0 mL, 30.1 mmol) was heated in a sealed tube at 90° C. with stirring. After 2 hours, the mixture was cooled and concentrated in vacuo. The residue was triturated with diethyl ether and hexanes, and the solid that formed was filtered and dried to give the title compound (1.90 g, 78%) as a yellow solid.

Workup

  1. temperaturethe mixture was cooled
On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes
  • concentrationconcentrated in vacuo
  • customThe residue was triturated with diethyl ether and hexanes
  • customthe solid that formed
  • filtrationwas filtered
  • customdried
  • Sources & evidence

    ORD record
    ord-a96c8de0f841459bbe2e42d048a83120
    Source dataset
    uspto-grants-2014_07
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08772288B2

    Reaction notes

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