Acetic Anhydride → 1-Acetyl-7-iodo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

HRID 436314Notes

Reaction equation

HRID 436314 reaction equation
[I:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH2:9][CH2:8][CH2:7][C:6]=2[CH:13]=1.[C:14](OC(=O)C)(=[O:16])[CH3:15]>CO>[C:14]([N:11]1[C:5]2[CH:4]=[CH:3][C:2]([I:1])=[CH:13][C:6]=2[CH2:7][CH2:8][CH2:9][C:10]1=[O:12])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 12433950HCID 12433950, compound

Product 1

HCID 124339511-Acetyl-7-iodo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10 gms. of the 7-iodo-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine from part (a) of this example are refluxed for 6 hours with 160 ml. of acetic anhydride. The solution is evaporated under vacuum following which a thick oil is obtained, which when admixed with methanol gives crystalline N-acetyl-7-iodo-2 oxo-2,3,4,5-tetrahydro-1-H-1-benzazepine with a melting point of 116° to 117° C. Yield 9.5 gm.

Workup

  1. customare refluxed for 6 hours with 160 ml
  2. customThe solution is evaporated under vacuum following which a thick oil
  3. customis obtained

Sources & evidence

ORD record
ord-9c7d58c2ecf54f1d81c760ccc847e2b8
Source dataset
uspto-grants-1977_02
Patent number
US04008267

Reaction notes

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