Ethanolamine → HCID 18536097, compound

HRID 412134Notes

Reaction equation

HRID 412134 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[NH:22][C:23](=[O:26])[CH2:24]Cl)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:27]([CH2:29][NH2:30])[OH:28].CCOC(C)=O>C(OC(C)C)(=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[NH:22][C:23](=[O:26])[CH2:24][NH:30][CH2:29][CH2:27][OH:28])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 700EthanolamineHCID 8857Ethyl AcetateHCID 18536061HCID 18536061, compound

Product 1

HCID 18536097HCID 18536097, compound

Reagents, catalysts & solvents 1

HCID 7915Isopropyl AcetateSolvent

Conditions

Temperature
55 °C

Procedure

To a solution of the product from Step C (1.07 g, 2.66 mmol) in 5 mL of isopropyl acetate was added ethanolamine (0.643 mL, 10.6 mmol). The reaction was warmed to 55° C. for 2 hours, then cooled to room temperature. The solution was poured into EtOAc, washed with sat. aq. NaHCO3 and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The titled product was obtained as a brown foam.

Workup

  1. temperaturecooled to room temperature
  2. washwashed with sat. aq. NaHCO3 and brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e5e1f937b4f64fb0a197356bcba97a5e
Source dataset
uspto-grants-2003_05
Patent number
US06562823B1

Reaction notes

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