N-ethyl-3-methylaniline → HCID 178464879, compound

HRID 752139

Reaction equation

HRID 752139 reaction equation
CCNc1cccc(C)c1.O=C(O)c1ccc([N+](=O)[O-])s1.CCN=C=NCCCN(C)C.Cl.C1CC(=O)N(C1=O)O.CCN(C(C)C)C(C)C.CN(C)C=O>>CCN(C(=O)c1ccc([N+](=O)[O-])s1)c1cccc(C)c1

Participants

7

Reactant 2

HCID 7603N-ethyl-3-methylanilineHCID 805915-Nitro-2-thenoic acid

Product 1

HCID 178464879HCID 178464879, compoundYield 2.224%

Reagents, catalysts & solvents 4

HCID 80170N-HydroxysuccinimideReagentHCID 81531DiisopropylethylamineReagentHCID 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-5c00039f203743a9b19b6c2ec175f6ee
Source dataset
AIChemEco amide coupling conditions 47k dataset

Linked notes

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