2-(3-Cyano-4-methyl-5-phenyl-5-(trifluoromethyl)furan-2(5H)-ylidene)malononitrile → HCID 86667588, compound
Reaction equation
[CH2:1]([N:5]([CH2:27][CH2:28][CH2:29][CH3:30])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH2:19][C:18]([CH3:21])([CH3:20])[CH2:17][C:16](=[CH:22][CH:23]=O)[CH:15]=2)=[C:8]([O:25][CH3:26])[CH:7]=1)[CH2:2][CH2:3][CH3:4].[C:31]([C:33]1[C:34](=[C:49]([C:52]#[N:53])[C:50]#[N:51])[O:35][C:36]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)([C:39]([F:42])([F:41])[F:40])[C:37]=1[CH3:38])#[N:32]>>[CH2:27]([N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH2:19][C:18]([CH3:20])([CH3:21])[CH2:17][C:16](=[CH:22][CH:23]=[CH:38][C:37]3[C:36]([C:43]4[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=4)([C:39]([F:42])([F:40])[F:41])[O:35][C:34](=[C:49]([C:52]#[N:53])[C:50]#[N:51])[C:33]=3[C:31]#[N:32])[CH:15]=2)=[C:8]([O:25][CH3:26])[CH:7]=1)[CH2:28][CH2:29][CH3:30]Participants
3
Conditions
- Temperature
- 50 °C
Procedure
207 mg (0.51 mmol) of [3-[2-(4-dibutylamino-2-methoxyphenyl)vinyl]-5,5-dimethyl-2-cyclohexenylidene]acetaldehyde and 175 mg (0.56 mmol) of 2-(3-cyano-4-methyl-5-phenyl-5-trifluoromethyl-2(5H)-furanylidene)propanedinitrile were dissolved, and the mixture was stirred with heating at 50° C. for 3 hours. The precipitate was separated by filtration and washed with ethanol. The residue was purified by silica gel column chromatography to give 274 mg of a dark brown crystal (yield: 76.8%; mp: 164-166° C.).
Workup
- customThe precipitate was separated by filtration
- washwashed with ethanol
- customThe residue was purified by silica gel column chromatography
Sources & evidence
- ORD record
- ord-8bc6b24913084e9a92ccd2fe78bc368a
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08846955B2
Reaction notes
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