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Dimethylformamide dimethyl acetal → N'-(4-cyclopropylmethoxy-2,5-dimethylphenyl)-N,N-dimethylformamidine

HRID 626305
Notes
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Reaction equation

HRID 626305 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:11]([CH3:12])=[CH:10][C:9]([NH2:13])=[C:8]([CH3:14])[CH:7]=2)[CH2:3][CH2:2]1.CO[CH:17](OC)[N:18]([CH3:20])[CH3:19]>>[CH:1]1([CH2:4][O:5][C:6]2[C:11]([CH3:12])=[CH:10][C:9]([N:13]=[CH:17][N:18]([CH3:20])[CH3:19])=[C:8]([CH3:14])[CH:7]=2)[CH2:2][CH2:3]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 631807884-Cyclopropylmethoxy-2,5-dimethylphenylamine

Product 1

HCID 117620572N'-(4-cyclopropylmethoxy-2,5-dimethylphenyl)-N,N-dimethylformamidine

Procedure

A mixture of 0.23 g of 4-cyclopropylmethoxy-2,5-dimethylphenylamine and 10 mL of N,N-dimethylformamide dimethylacetal was stirred under heating and refluxing for 10 hours. The cooled reaction mixture was concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 0.18 g of N′-(4-cyclopropylmethoxy-2,5-dimethylphenyl)-N,N-dimethylformamidine (Compound of Present Invention (1-17)).

Workup

  1. temperatureunder heating
  2. temperaturerefluxing for 10 hours
  3. custom
The cooled reaction mixture
  • concentrationwas concentrated under reduced pressure
  • Sources & evidence

    ORD record
    ord-52d86f6af6124df2b3592e6c4c6a8196
    Source dataset
    uspto-grants-2016_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09309191B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes