Ethanolamine → HCID 59515678, compound

HRID 1624991Notes

Reaction equation

HRID 1624991 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].[CH2:15]([CH2:17][NH2:18])[OH:16].CCN(CC)CC>CO>[OH:16][CH2:15][CH2:17][N:18]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[CH:13][C:4]=2[N+:1]([O-:3])=[O:2])[C:9]1=[O:14]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 8471TriethylamineHCID 100127605-nitro-1H-isochromen-1-one

Product 1

HCID 59515678HCID 59515678, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

5-Nitro-isochromen-1-one (3.60 g, 0.0170 mol) was suspended in MeOH (40 mL), ethanolamine (3.11 g, 0.0508 mol) was added and the reaction mixture was stirred at 70° C. for 2 h under an atmosphere of nitrogen. Cooled to room temperature and Et3N (5 mL) was added and the reaction mixture was stirred at room temperature for 2 days. Solid thus formed was filtered out (yellow solid was obtained as the desired product, 0.9 g). Filtrate was concentrated and the residue was dissolved in EtOAc, washed by water and brine, dried over Na2SO4, solvent was removed, to give the product as a yellow solid (1.3 g).

Workup

  1. temperatureCooled to room temperature
  2. stirringthe reaction mixture was stirred at room temperature for 2 days
  3. customSolid thus formed
  4. filtrationwas filtered out (yellow solid

Sources & evidence

ORD record
ord-4e590136e64344c881690eb3f202a89d
Source dataset
uspto-grants-2014_07
Patent number
US08779144B2

Reaction notes

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