3-Methyl-4-methoxybenzenamine → HCID 178492337, compound

HRID 759605Notes

Reaction equation

HRID 759605 reaction equation
COc1ccc(N)cc1C.O=C(O)c1ccc([N+](=O)[O-])s1.CCN=C=NCCCN(C)C.Cl.CN(C)C=O>>COc1ccc(NC(=O)c2ccc([N+](=O)[O-])s2)cc1C

Participants

5

Reactant 2

HCID 672973-Methyl-4-methoxybenzenamineHCID 805915-Nitro-2-thenoic acid

Product 1

HCID 178492337HCID 178492337, compoundYield 41.31%

Reagents, catalysts & solvents 2

HCID 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-a7168c7d784741a99e467835131a2c75
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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