3-Amino-5,5-dimethyl-2-cyclohexen-1-one → HCID 22117829, compound

HRID 1275819Notes

Reaction equation

HRID 1275819 reaction equation
[NH2:1][C:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[CH:3]=1.[C:11]([C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=1[F:21])[CH:16]=O)#[N:12]>>[CH3:8][C:6]1([CH3:9])[CH2:7][C:2]2[N:1]=[C:2]3[CH:3]([C:4](=[O:10])[CH2:5][C:6]([CH3:9])([CH3:8])[CH2:7]3)[CH:16]([C:15]3[CH:18]=[CH:19][C:20]([F:21])=[C:13]([CH:14]=3)[C:11]#[N:12])[C:3]=2[C:4](=[O:10])[CH2:5]1

Participants

3

Reactant 2

HCID 1366803-Amino-5,5-dimethyl-2-cyclohexen-1-oneHCID 27695822-Fluoro-5-formylbenzonitrile

Product 1

HCID 22117829HCID 22117829, compound

Procedure

Reaction of 3-amino-5,5-dimethyl-2-cyclohexen-1-one with 3-cyano-4-fluorobenzaldehyde in an analogous manner to that described in Example 1 gave 5-(2,3,4,5,6,7,8,9-octahydro-3,3,6,6-tetramethyl-1,8-dioxo-1H-acridin-9-yl)-2-fluorobenzonitrile. Crystallization from ethanol gave a pale yellow-green crystalline solid of melting point 274-275° C.

Sources & evidence

ORD record
ord-0754604c283c46e7838a649bfb253501
Source dataset
uspto-grants-2000_12
Patent number
US06162918

Reaction notes

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