3-Nitrobenzaldehyde → HCID 1185820, compound

HRID 1740444Notes

Reaction equation

HRID 1740444 reaction equation
[NH2:1][C:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[CH:3]=1.[N+:11]([C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH:17]=O)([O-:13])=[O:12]>>[CH3:8][C:6]1([CH3:9])[CH2:7][C:2]2[NH:1][C:2]3[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[C:3]=3[CH:17]([C:16]3[CH:19]=[CH:20][CH:21]=[C:14]([N+:11]([O-:13])=[O:12])[CH:15]=3)[C:3]=2[C:4](=[O:10])[CH2:5]1

Participants

3

Reactant 2

HCID 74493-NitrobenzaldehydeHCID 1366803-Amino-5,5-dimethyl-2-cyclohexen-1-one

Product 1

HCID 1185820HCID 1185820, compound

Procedure

Reaction of 18.4 g of 3-amino-5,5-dimethyl-2-cyclohexen-1-one with 10 g of 3-nitrobenzaldehyde in an analogous manner to that described in Example 1 gave 3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethyl-9-(3-nitrophenyl)-1,8-(2H,5H)-acridinedione. Crystallization from dimethylformamide/water gave 22.6 g of pure material as pale yellow crystals of melting point >280° C.,

Sources & evidence

ORD record
ord-3436af07cf7648ffa7f2eb5d3706229b
Source dataset
uspto-grants-1999_10
Patent number
US05969139

Reaction notes

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