2-(3-Cyano-4-methyl-5-phenyl-5-(trifluoromethyl)furan-2(5H)-ylidene)malononitrile → HCID 86667615, compound
Reaction equation
[CH2:1]([C:5]1[C:6](=[CH:32][CH:33]=O)[CH2:7][C:8]([CH3:31])([CH3:30])[CH2:9][C:10]=1[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:20][CH2:21][CH2:22][CH3:23])=[CH:15][C:14]=1[O:28][CH3:29])[CH2:2][CH2:3][CH3:4].[C:35]([C:37]1[C:38](=[C:53]([C:56]#[N:57])[C:54]#[N:55])[O:39][C:40]([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)([C:43]([F:46])([F:45])[F:44])[C:41]=1[CH3:42])#[N:36]>>[CH2:1]([C:5]1[C:6](=[CH:32][CH:33]=[CH:42][C:41]2[C:40]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=3)([C:43]([F:46])([F:44])[F:45])[O:39][C:38](=[C:53]([C:56]#[N:57])[C:54]#[N:55])[C:37]=2[C:35]#[N:36])[CH2:7][C:8]([CH3:30])([CH3:31])[CH2:9][C:10]=1[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:20][CH2:21][CH2:22][CH3:23])=[CH:15][C:14]=1[O:28][CH3:29])[CH2:2][CH2:3][CH3:4]Participants
3
Conditions
- Temperature
- 50 °C
Procedure
118 mg (0.25 mmol) of [2-butyl-3-[2-(4-dibutylamino-2-methoxyphenyl)vinyl]-5,5-dimethyl-2-cyclohexenylidene]acetaldehyde and 90 mg (0.29 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 40 minutes. The solvent was evaporated off. The residue was purified by silica gel column chromatography and washed with methanol to give 133 mg of a black crystal having a mp of 109-113° C. (yield: 68.9%).
Workup
- customThe solvent was evaporated off
- customThe residue was purified by silica gel column chromatography
- washwashed with methanol
Sources & evidence
- ORD record
- ord-bf643ab606e84d9f84f88d04e852ef83
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08846955B2
Reaction notes
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