2-Methoxyaniline → HCID 9966446, compound

HRID 1743139Notes

Reaction equation

HRID 1743139 reaction equation
C([O:3][C:4]1[C:5](=[O:17])[C:6](=O)[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15])C.[CH3:18][O:19][C:20]1[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=1[NH2:22]>CS(C)=O>[CH3:18][O:19][C:20]1[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=1[NH:22][C:6]1[C:5](=[O:17])[C:4](=[O:3])[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15]

Participants

4

Reactant 2

HCID 70002-MethoxyanilineHCID 28266183-Ethoxy-4-(2-hydroxyanilino)cyclobut-3-ene-1,2-dione

Product 1

HCID 9966446HCID 9966446, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 3-ethoxy-4-(2-hydroxyanilino)-cyclobut-3-ene-1,2-dione (50 mg, 0.21 mmol) in DMSO (1.5 mL) was added 2-methoxyaniline (0.024 mL, 0.21 mmol) and reaction was stirred at 110° C. overnight. Reaction was purified on HPLC (acetonitrile:water) and product was concentrated down. Solid was dried in vacuo. LC-MS (m/z) 311.4 (M+).

Workup

  1. customReaction
  2. customwas purified on HPLC (acetonitrile:water) and product
  3. concentrationwas concentrated down
  4. customSolid was dried in vacuo

Sources & evidence

ORD record
ord-df84172a69894319accc6a5bca9298ad
Source dataset
uspto-grants-2006_03
Patent number
US07008962B2

Reaction notes

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