Ethanolamine → HCID 19704917, compound

HRID 2396467Notes

Reaction equation

HRID 2396467 reaction equation
CO[C:3]1[C:9](=[O:10])[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[C:5](=[O:15])[CH:4]=1.[CH2:16]([CH2:18][NH2:19])[OH:17]>CO>[OH:17][CH2:16][CH2:18][NH:19][C:3]1[C:9](=[O:10])[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[C:5](=[O:15])[CH:4]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 107506631H-1-Benzazepine-2,5-dione, 3-methoxy-

Product 1

HCID 19704917HCID 19704917, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-methoxy-2,5-dioxo-2,5-dihydro-1H-benz[b]azepine (1.0 g) in methanol (20 mL) was added ethanolamine (0.36 g). The mixture was heated to reflux until a precipitate formed. The reaction mixture was cooled to room temperature, filtered, and the resulting solid was recrystallized from ethanol to give the title compound (0.72 g); mp 207° C.; NMR: 5.91 (s,1); MS(EI): m/z=232(M). Analysis for C12H12N2O3 ·0.2 H2O: Calculated: C, 61.11; H, 5.30; N, 11.88; Found: C, 61.13; H, 5.20; N, 11.72.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux until a precipitate
  3. customformed
  4. filtrationfiltered
  5. customthe resulting solid was recrystallized from ethanol

Sources & evidence

ORD record
ord-c2e94127d8984c0cbc1569f5fc84469b
Source dataset
uspto-grants-1996_02
Patent number
US05492905

Reaction notes

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