4-Bromo-2-methylaniline → HCID 10270649, compound

HRID 1743145Notes

Reaction equation

HRID 1743145 reaction equation
C(O[C:4]1[C:5](=[O:17])[C:6](=[O:16])[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15])C.[Br:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[C:21]([CH3:26])[CH:20]=1>CS(C)=O>[Br:18][C:19]1[CH:25]=[CH:24][C:22]([NH:23][C:4]2[C:5](=[O:17])[C:6](=[O:16])[C:7]=2[NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[OH:15])=[C:21]([CH3:26])[CH:20]=1

Participants

4

Reactant 2

HCID 114234-Bromo-2-methylanilineHCID 28266183-Ethoxy-4-(2-hydroxyanilino)cyclobut-3-ene-1,2-dione

Product 1

HCID 10270649HCID 10270649, 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 4-bromo-2-methylaniline (40 mg, 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) 373 (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-81a142c583f149d39cfb04ca356ede44
Source dataset
uspto-grants-2006_03
Patent number
US07008962B2

Reaction notes

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