Diethanolamine → HCID 19704903, compound

HRID 2255908Notes

Reaction equation

HRID 2255908 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.[NH:16]([CH2:20][CH2:21][OH:22])[CH2:17][CH2:18][OH:19]>O>[OH:19][CH2:18][CH2:17][N:16]([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)[CH2:20][CH2:21][OH:22]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 107506631H-1-Benzazepine-2,5-dione, 3-methoxy-

Product 1

HCID 19704903HCID 19704903, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

3-Methoxy-2,5-dioxo-2,5-dihydro-1H-benz[b]azepine (1.0 g) was treated with diethanolamine (10 mL), and the mixture was heated to 140° C. for 2 hours. The mixture was diluted with water and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried and evaporated. The solid was recrystallized from ethanol to give the title compound (53 mg); mp 204°-205° C.; NMR: 5.90 (s,1); MS: m/z=277(M+1). Analysis for C14H16NO4 : Calculated: C, 60.80; H, 5.84; N, 10.14; Found: C, 61.29; H, 5.29; N, 11.74.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe combined organic extracts were washed with brine
  3. customdried
  4. customevaporated
  5. customThe solid was recrystallized from ethanol

Sources & evidence

ORD record
ord-5343ff3694b54b9585d951b17f64a4ed
Source dataset
uspto-grants-1997_08
Patent number
US05654295

Reaction notes

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