N-Methylaniline → HCID 86660684, compound

HRID 661737Notes

Reaction equation

HRID 661737 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-e44ec53b0a74408db07d869ef15144aa
Source dataset
uspto-grants-2011_12
Patent number
US08084644B2

Reaction notes

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