HCID 18980002, compound → 8-Chloro-3-diethylamino-2,5-dihydro-2,5-dioxo-1H-benz[b]azepine

HRID 2396472Notes

Reaction equation

HRID 2396472 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[C:10](I)=[C:9](OC)[C:8](=[O:16])[NH:7][C:6]=2[CH:17]=1>C(NCC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[CH:10]=[C:9]([N:7]([CH2:8][CH3:9])[CH2:6][CH3:5])[C:8](=[O:16])[NH:7][C:6]=2[CH:17]=1

Participants

3

Reactant 1

HCID 18980002HCID 18980002, compound

Product 1

HCID 197049108-Chloro-3-diethylamino-2,5-dihydro-2,5-dioxo-1H-benz[b]azepine

Reagents, catalysts & solvents 1

HCID 8021DiethylamineSolvent

Conditions

Temperature
60 °C

Procedure

8-Chloro-4-iodo-3-methoxy-2,5-dioxo-2,5-dihydro-1H-benz[b]azepine (0.4 g) was treated with diethylamine (20 mL). The mixture was sealed in a pressure vessel and heated to 60° C. for 17 hours. The reaction mixture was concentrated to a brown solid which was recrystallized from hot ethyl acetate. The solid was filtered, washed and air dried to give the title compound as a yellow solid; NMR: 5.70 (s,1); MS: m/z=279(M+1).

Workup

  1. customThe mixture was sealed in a pressure vessel
  2. concentrationThe reaction mixture was concentrated to a brown solid which
  3. customwas recrystallized from hot ethyl acetate
  4. filtrationThe solid was filtered
  5. washwashed
  6. customair dried

Sources & evidence

ORD record
ord-6088a6a18e9a43b3881594ed33cfd25a
Source dataset
uspto-grants-1996_02
Patent number
US05492905

Reaction notes

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