Sodium Acetate → HCID 86752513, compound
Reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH2:17][O:18][C:19]2[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=2)[CH:8]=[C:9]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]=1[O:11][CH3:12])([CH3:4])([CH3:3])[CH3:2].[S:27]1[CH2:33][C:31](=[O:32])[NH:30][C:28]1=[S:29].C([O-])(=O)C.[Na+]>C(O)(=O)C>[C:13]([C:9]1[CH:8]=[C:7]([CH2:17][O:18][C:19]2[CH:20]=[CH:21][C:22]([CH:23]=[C:33]3[S:27][C:28](=[S:29])[NH:30][C:31]3=[O:32])=[CH:25][CH:26]=2)[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:10]=1[O:11][CH3:12])([CH3:14])([CH3:15])[CH3:16]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
In a round bottom flask under nitrogen purge 4-[[3,5-di(t-butyl)-4-methoxyphenyl]methoxy]benzaldehyde (530 mg, 1.5 mmol) is admixed with rhodanine (240 mg, 1.8 mmol) and sodium acetate (490 mg, 6.0 mmol) in 10 ml of acetic acid. The reaction mixture is then refluxed overnight with stirring. After the refluxing, the reaction mixture was allowed to cool to 70° C. The precipitate was removed by filtration and washed lightly with acetic acid. The precipitate was triturated with ethyl ether, filtered, triturated with water, and then filtered again and washed with ethyl ether. The solvents were removed in vacuo to yield 160 mg (23%) of the title product. mp 213°-218° C. NMR, FDMS.
Workup
- temperatureThe reaction mixture is then refluxed overnight
- customThe precipitate was removed by filtration
- washwashed lightly with acetic acid
- customThe precipitate was triturated with ethyl ether
- filtrationfiltered
- customtriturated with water
- filtrationfiltered again
- washwashed with ethyl ether
- customThe solvents were removed in vacuo
Sources & evidence
- ORD record
- ord-9b834da9cca04f82961ecaeb63f61265
- Source dataset
- uspto-grants-1998_05
- Patent number
- US05747517
Reaction notes
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