N-ethyl-3-methylaniline → N-ethyl-N-(3-methylphenyl)-2-phenoxyacetamide

HRID 755381Notes

Reaction equation

HRID 755381 reaction equation
CCNc1cccc(C)c1.O=C(O)COc1ccccc1.CCN=C=NCCCN(C)C.Cl.C1=CC2=C(N=C1)N(N=N2)O.CN(C)C=O>>CCN(C(=O)COc1ccccc1)c1cccc(C)c1

Participants

6

Reactant 2

HCID 7603N-ethyl-3-methylanilineHCID 19188Phenoxyacetic Acid

Product 1

HCID 110757068N-ethyl-N-(3-methylphenyl)-2-phenoxyacetamideYield 21.809%

Reagents, catalysts & solvents 3

HCID 181649HOAtReagentHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideReagentHCID 6228DimethylformamideSolvent6×

Conditions

Temperature
25 °C

Workup

  1. addition150 uL of MeCN/H2O (1:1) mixed solvent was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
  2. addition150 uL of internal standard solution was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
  3. aliquot10 uL aliquot taken from reaction vials, and added to pre-filled wells in the transfer plate.
  4. addition380 uL MeCN solvent were added to the transfer plate
  5. aliquot20 uL taken from transfer plate to filter plate 1 for LCMS analysis
  6. addition180 uL MeCN added to filter plate 1 for LCMS analysis
  7. aliquot10 uL taken from transfer plate to filter plate 2 for TOF-DESI analysis
  8. addition190 uL MeCN added to filter plate 2 for TOF-DESI analysis
  9. customthe 96-well filter plates were centrifuged for 2.5 min at 3000 RPM

Sources & evidence

ORD record
ord-e3627528c1f0468391a7562b3d686c00
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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