3-Amino-5,5-dimethyl-2-cyclohexen-1-one → HCID 9847864, compound
Reaction equation
[NH2:1][C:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[CH:3]=1.CO[CH:13](OC)[C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([O:21][C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)[CH:15]=1>>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([CH:13]2[C:3]3[C:4](=[O:10])[CH2:5][C:6]([CH3:9])([CH3:8])[CH2:7][C:2]=3[NH:1][C:2]3[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[C:3]2=3)=[CH:15][C:16]=1[O:21][C:22]1[CH:23]=[CH:24][N:25]=[CH:26][CH:27]=1Participants
3
Procedure
Reaction of 3-amino-5,5-dimethyl-2-cyclohexen-1-one with 4-chloro-3-(4-pyridyloxy)-benzaldehyde dimethyl acetal in an analogous manner to that described in Example 1 gave 9-[4-chloro-3-(4-pyridyloxy)-phenyl]-3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethyl-1,8(2H,5H)-acridinedione. Crystallization from dimethylformamide water gave a yellow crystalline solid of melting point 242-244° C.
Sources & evidence
- ORD record
- ord-e779797f634a4d27ae88a8cd976428ec
- Source dataset
- uspto-grants-1999_10
- Patent number
- US05969139
Reaction notes
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