3-Amino-5,5-dimethyl-2-cyclohexen-1-one → HCID 22117833, compound

HRID 1740438Notes

Reaction equation

HRID 1740438 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][CH:17]=[C:16]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)[CH:15]=1>>[N:25]1[CH:24]=[CH:23][C:22]([CH2:21][O:20][C:16]2[CH:15]=[C:14]([CH:13]3[C:3]4[C:4](=[O:10])[CH2:5][C:6]([CH3:9])([CH3:8])[CH2:7][C:2]=4[NH:1][C:2]4[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[C:3]3=4)[CH:19]=[CH:18][CH:17]=2)=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 1366803-Amino-5,5-dimethyl-2-cyclohexen-1-oneHCID 22117875HCID 22117875, compound

Product 1

HCID 22117833HCID 22117833, compound

Procedure

Reaction of 3-amino-5,5-dimethyl-2-cyclohexen-1-one with 3-(4-pyridylmethoxy)-benzaldehyde dimethyl acetal in an analogous manner to that described in Example 1 gave 9-[3-(4-pyridylmethoxy)-phenyl]-3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethyl-1,8(2H,5H)-acridinedione. Crystallization from methanol/water gave a yellow crystalline solid of melting point 156-158° C.

Sources & evidence

ORD record
ord-5a6591df47ba43cf99ebe647f1028600
Source dataset
uspto-grants-1999_10
Patent number
US05969139

Reaction notes

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