Thiourea → HCID 178467750, compound
Reaction equation
[Na].C(O[C:5](=[O:17])[CH:6]([C:15]#[N:16])[CH2:7][CH:8]([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11])C.[NH2:18][C:19]([NH2:21])=[S:20]>C(O)C>[NH2:16][C:15]1[N:21]=[C:19]([SH:20])[N:18]=[C:5]([OH:17])[C:6]=1[CH2:7][CH:8]([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 85 °C
Procedure
To ethanol (200 ml) was added sodium (2.05 g, 89 mmol) in small portions. The solution was stirred until complete dissolution of the sodium metal. 2-Cyano-4,4-diethoxy-butyric acid ethyl ester (J. Chem. Soc., 1960, 131-138) (9.292 g, 40.5 mmol) was then added as a solution in ethanol (50 ml), followed by addition of thiourea (3.08 g, 40.4 mmol). The solution was heated at 85° C. for 18 hours, and then cooled to room temperature. The solution was concentrated, and saturated aqueous ammonium chloride solution (150 ml) was added. The mixture was stirred at room temperature for 18 hours, after which time the solid was collected by filtration, and washed with water (20 ml) to yield the product (3.376 g, 36%).
Workup
- temperaturecooled to room temperature
- concentrationThe solution was concentrated
- additionsaturated aqueous ammonium chloride solution (150 ml) was added
- filtrationafter which time the solid was collected by filtration
- washwashed with water (20 ml)
Sources & evidence
- ORD record
- ord-d97f51afee4d4094b8acebdb86ea13b5
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08546407B2
Reaction notes
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