3-Amino-5,5-dimethyl-2-cyclohexen-1-one → HCID 22117839, compound

HRID 1740429Notes

Reaction equation

HRID 1740429 reaction equation
[NH2:1][C:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[CH:3]=1.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][C:13]=1[N:20]1[CH:24]=[CH:23][CH:22]=[CH:21]1>>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]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:14][C:13]=1[N:20]1[CH:24]=[CH:23][CH:22]=[CH:21]1

Participants

3

Reactant 2

HCID 1366803-Amino-5,5-dimethyl-2-cyclohexen-1-oneHCID 22117814HCID 22117814, compound

Product 1

HCID 22117839HCID 22117839, compound

Procedure

Reaction of 3-amino-5,5-dimethyl-2-cyclohexen-1-one with 4-chloro-3-(1H-pyrrol-1-yl)benzaldehyde in an analogous manner to that described in Example 1 gave 9-[4-chloro-3-(1H-pyrrol-1-yl)phenyl]-3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethyl-1,8(2H,5H)-acridinedione. This product was recrystallized from dimethylformamide/water and gave a yellow crystalline solid of melting point 282-283° C. (decomposition).

Sources & evidence

ORD record
ord-525b5a9f45ba4425a6f2754f6e77f4e5
Source dataset
uspto-grants-1999_10
Patent number
US05969139

Reaction notes

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