Ammonium Acetate → 3-Amino-5-(4-dimethylamino-phenyl)-cyclohex-2-en-1-one

HRID 1817806

Reaction equation

[CH3:1][N:2]([CH3:17])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][C:13](=O)[CH2:12][C:11](=[O:16])[CH2:10]2)=[CH:5][CH:4]=1.C([O-])(=O)C.[NH4+:22]>>[NH2:22][C:13]1[CH2:14][CH:9]([C:6]2[CH:7]=[CH:8][C:3]([N:2]([CH3:17])[CH3:1])=[CH:4][CH:5]=2)[CH2:10][C:11](=[O:16])[CH:12]=1

Participants

Reactant 2

HCID 517165Ammonium Acetate

HCID 7301175-(4-(Dimethylamino)phenyl)-1,3-cyclohexanedione

Product 1

HCID 578832813-Amino-5-(4-dimethylamino-phenyl)-cyclohex-2-en-1-one

Procedure

In close analogy to (Baraldi, P. G.; Simoni, D.; Manfredini, S.; Synthesis 1983, (11) 902-903) 5-(4-dimethylamino-phenyl)-cyclohexane-1,3-dione was reacted with ammonium acetate to give the title compound as a colorless solid.

Sources & evidence

ORD record: ord-bead5efae2b94abaaf2c603fe968071f
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07598384B2

Linked notes

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