5-Methyl-2-thiophenecarboxaldehyde → HCID 4155438, compound

HRID 1740459Notes

Reaction equation

HRID 1740459 reaction equation
[NH2:1][C:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[CH:3]=1.[CH3:11][C:12]1[S:16][C:15]([CH:17]=O)=[CH:14][CH:13]=1>>[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:15]3[S:16][C:12]([CH3:11])=[CH:13][CH:14]=3)[C:3]=2[C:4](=[O:10])[CH2:5]1

Participants

3

Reactant 2

HCID 616635-Methyl-2-thiophenecarboxaldehydeHCID 1366803-Amino-5,5-dimethyl-2-cyclohexen-1-one

Product 1

HCID 4155438HCID 4155438, compound

Procedure

3-Amino-5,5-dimethyl-2-cyclohexen-1-one was reacted with 5-methyl-2-thiophenecarboxaldehyde 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-methyl-2-thienyl)-1,8(2H,5H)-acridinedione. Crystallization from ethyl acetate/methanol gave a beige crystalline solid of melting point 266-268° C. (decomposition).

Sources & evidence

ORD record
ord-a8c1b1317fdb44268c1f17577526ee70
Source dataset
uspto-grants-1999_10
Patent number
US05969139

Reaction notes

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