5-Nitrofurfural → HCID 3526829, compound

HRID 1740460Notes

Reaction equation

HRID 1740460 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[O:20][C:17]([CH:18]=O)=[CH:16][CH:15]=1)([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:18]([C:17]3[O:20][C:14]([N+:11]([O-:13])=[O:12])=[CH:15][CH:16]=3)[C:3]=2[C:4](=[O:10])[CH2:5]1

Participants

3

Reactant 2

HCID 127745-NitrofurfuralHCID 1366803-Amino-5,5-dimethyl-2-cyclohexen-1-one

Product 1

HCID 3526829HCID 3526829, compound

Procedure

3-Amino-5,5-dimethyl-2-cyclohexen-1-one was reacted with 5-nitro-furfuraldehyde in an analogous manner to that described in Example 1 to give 3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethyl-9-(5-nitro-2-furyl)-1,8(2H,5H)-acridinedione. Crystallization from ethyl acetate/methanol gave a beige crystalline solid of melting point 248-250° C. (decomposition).

Sources & evidence

ORD record
ord-6eb7d2059d594096bf5885be3ddb4b94
Source dataset
uspto-grants-1999_10
Patent number
US05969139

Reaction notes

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