Triethylamine → 5-acryloyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

HRID 354787Notes

Reaction equation

HRID 354787 reaction equation
Cl[CH2:2][CH2:3][C:4]([N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:10](=[O:17])[NH:9][C:8]2[CH:18]=[CH:19][CH:20]=[CH:21][C:7]1=2)=[O:5].C(N(CC)CC)C>C(O)C>[C:4]([N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:10](=[O:17])[NH:9][C:8]2[CH:18]=[CH:19][CH:20]=[CH:21][C:7]1=2)(=[O:5])[CH:3]=[CH2:2]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 128346825-(3-chloro-propionyl)-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

Product 1

HCID 128347105-acryloyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 gm (0.017 mol) of 5-(3-chloro-propionyl)-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one and 2.0 gm (0.02 mol) of triethylamine were refluxed in 250 ml of ethanol for 30 minutes. Subsequently, the reaction mixture was evaporated in vacuo, and the residue was stirred with water. After suction-filtering and drying, 5-acryloyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one was obtained with a quantitative yield. Recrystallization from ethanol.

Workup

  1. customSubsequently, the reaction mixture was evaporated in vacuo
  2. filtrationAfter suction-filtering
  3. customdrying

Sources & evidence

ORD record
ord-a53088ad3e5d4f2db3eefbeecda9ce35
Source dataset
uspto-grants-1983_03
Patent number
US04377576

Reaction notes

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