N-Methylaniline → HCID 86660684, compound

HRID 1960203Notes

Reaction equation

HRID 1960203 reaction equation
O([CH:8]=[CH:9][C:10](=[N:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)C1C=CC=CC=1.[CH3:25][NH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(#N)C>[CH3:25][N:26]([CH:8]=[CH:9][C:10](=[N:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[O:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 7515N-MethylanilineHCID 69127142Phenyl 3-phenoxy-N-phenylacrylimidate

Product 1

HCID 86660684HCID 86660684, compoundYield 41.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

phenyl 3-(phenoxy)-N-phenylacrylimidate (0.39 g) was dissolved to acetonitrile (5 ml), and N-methylaniline (0.20 g) and catalytic amount of N,N-dimethylaminopyridine were added at room temperature. It was stirred for two hours at the same temperature and for eight hours under heat refluxing. It was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain phenyl 3-(N′-methyl-N′-phenylamino)-N-phenylacrylimidate (0.17 g) as light brown crystal.

Workup

  1. additionwere added at room temperature
  2. temperatureunder heat
  3. temperaturerefluxing
  4. concentrationIt was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f1bc188a35a74095a61c4493f1751c01
Source dataset
uspto-grants-2013_04
Patent number
US08410316B2

Reaction notes

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