Ethanol → HCID 178523948, compound
Reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[F:5][C:6]([F:15])([F:14])[C:7]1[O:11][C:10]([CH2:12]Cl)=[N:9][N:8]=1.C(O)C>CO>[NH:3]1[CH2:2][CH2:1][NH:4][CH2:12]/[C:10]/1=[N:9]/[NH:8][C:7](=[O:11])[C:6]([F:15])([F:14])[F:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -20 °C
Procedure
The solution of ethylene diamine (89 g) in methanol (305 mL) is stirred and cooled to −20° C. over about 45 minutes. 5-(trifluoromethyl)-2-(chloromethyl)-1,3,4-oxadiazole (79 g) is added slowly to the solution over 90 minutes at −20° C. The resulting slurry is stirred for about 90 minutes at −20° C. Ethanol (482 mL) is added and the slurry is warmed to −5° C. After stirring for about 2 hours at −5° C., the solid is filtered, washed with ethanol (79 mL) and dried at about 55° C. to afford the title compound. (Yield: 46.8%)
Workup
- temperaturethe slurry is warmed to −5° C
- stirringAfter stirring for about 2 hours at −5° C.
- filtrationthe solid is filtered
- washwashed with ethanol (79 mL)
- customdried at about 55° C.
Sources & evidence
- ORD record
- ord-260bf0b95fb448188e21e99e1230ade0
- Source dataset
- uspto-grants-2012_11
- Patent number
- US08309724B2
Reaction notes
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