8-Nitro-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one → 1-Acetyl-8-amino-1,3,4,5-tetrahydro-benzo[b]azepin-2-one

HRID 1041495Notes

Reaction equation

HRID 1041495 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[CH2:13][CH2:12][CH2:11][C:10](=[O:14])[NH:9][C:8]=2[CH:15]=1)([O-])=O.CC1(C)C[CH2:22][C:21](=[O:24])NC2C=C([N+]([O-])=O)C=CC1=2>>[C:21]([N:9]1[C:10](=[O:14])[CH2:11][CH2:12][CH2:13][C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:15][C:8]1=2)(=[O:24])[CH3:22]

Participants

3

Reactant 2

HCID 40932148-Nitro-1,3,4,5-tetrahydro-2H-1-benzazepin-2-oneHCID 578538535,5-Dimethyl-8-nitro-4,5-dihydro-1H-benzo[B]azepin-2(3H)-one

Product 1

HCID 672639881-Acetyl-8-amino-1,3,4,5-tetrahydro-benzo[b]azepin-2-one

Procedure

1-Acetyl-8-amino-1,3,4,5-tetrahydro-benzo[b]azepin-2-one was prepared by acylation and reduction of 8-nitro-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (Johnson, Paul D. et al. Bioorganic Med. Chem. Letters 2003, 13, 4197-4200) as described for 5,5-dimethyl-8-nitro-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (Example N?).

Sources & evidence

ORD record
ord-a09ed5dece56431490143d3964cddd9f
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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