2-(3-Cyano-4-methyl-5-phenyl-5-(trifluoromethyl)furan-2(5H)-ylidene)malononitrile → HCID 86667596, compound

HRID 85312Notes

Reaction equation

[OH:1][CH2:2][CH2:3][N:4]([CH3:22])[C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]2[S:17][C:16]([CH:18]=O)=[CH:15][CH:14]=2)=[C:7]([O:20][CH3:21])[CH:6]=1.[C:23]([C:25]1[C:26](=[C:41]([C:44]#[N:45])[C:42]#[N:43])[O:27][C:28]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)([C:31]([F:34])([F:33])[F:32])[C:29]=1[CH3:30])#[N:24]>C(O)C.C1COCC1>[C:23]([C:25]1[C:26](=[C:41]([C:44]#[N:45])[C:42]#[N:43])[O:27][C:28]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)([C:31]([F:34])([F:32])[F:33])[C:29]=1[CH:30]=[CH:18][C:16]1[S:17][C:13]([CH:12]=[CH:11][C:8]2[CH:9]=[CH:10][C:5]([N:4]([CH2:3][CH2:2][OH:1])[CH3:22])=[CH:6][C:7]=2[O:20][CH3:21])=[CH:14][CH:15]=1)#[N:24]

Participants

Conditions

Temperature: 50 °C

Procedure

In a mixed solvent of ethanol (15 ml) and THF (5 ml) were dissolved 5-(2-{4-[(2-hydroxyethyl) methylamino]-2-methoxyphenyl}vinyl)thiophene-2-carbaldehyde (0.5 g, 1.58 mmol) and 2-(3-cyano-4-methyl-5-phenyl-5-trifluoromethyl-5H-furan-2-ylidene)malononitrile (0.50 g, 1.58 mmol). The mixture was stirred at room temperature for 18 hours and further at 50° C. for 3 hours. The mixture was cooled and the solid was collected. The solid was washed with cold ethanol (40 ml) 3 times to give a reddish brown crystal (yield: 0.91 g (93.8%)).

Workup

temperatureThe mixture was cooled
customthe solid was collected
washThe solid was washed with cold ethanol (40 ml) 3 times
customto give a reddish brown crystal (yield: 0.91 g (93.8%))

Sources & evidence

ORD record: ord-c0f25ee2fda3491bbac77057b838e916
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846955B2

Reaction notes

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