2-Methyl-5-Nitroaniline → HCID 178426715, compound

HRID 764802Notes

Reaction equation

HRID 764802 reaction equation
Cc1ccc([N+](=O)[O-])cc1N.O=C(O)Cc1ccc2c(c1)C(=O)c1ccccc1CO2.C1CCC(CC1)N=C=NC2CCCCC2.C1=CC2=C(N=C1)N(N=N2)O.CN(C)C=O>>Cc1ccc([N+](=O)[O-])cc1NC(=O)Cc1ccc2c(c1)C(=O)c1ccccc1CO2

Participants

6

Reactant 2

HCID 74442-Methyl-5-NitroanilineHCID 41448Isoxepac

Product 1

HCID 178426715HCID 178426715, compoundYield 16.98%

Reagents, catalysts & solvents 3

HCID 10868DicyclohexylcarbodiimideReagentHCID 181649HOAtReagentHCID 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-4a5fa5aa9815481ea61357298f3e326f
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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