Reaction equation
C(N(CC)CC)C.[CH3:8][NH:9][CH2:10][C:11]#[N:12].N1C=CC=CC=1.[F:19][C:20]([F:33])([F:32])[C:21]1[CH:22]=[C:23]([CH:29]=[CH:30][CH:31]=1)[CH2:24][S:25](Cl)(=[O:27])=[O:26]>C(Cl)Cl>[CH3:8][N:9]([CH2:10][C:11]#[N:12])[S:25]([CH2:24][C:23]1[CH:29]=[CH:30][CH:31]=[C:21]([C:20]([F:19])([F:32])[F:33])[CH:22]=1)(=[O:27])=[O:26]Participants
Conditions
- Temperature
- 20 °C
Procedure
In this example 21 ml (0.15 mole) of triethylamine was added over a 5 minute period to a cooled solution containing 16 g (0.15 mole) of the hydrochloride salt of methylaminoacetonitrile in 150 ml of methylene chloride. The mixture was stirred at 20° C. for 15 minutes and then 7.9 g (0.1 mole) of pyridine was added. Then 25.9 g (0.1 mole) of 3-trifluoromethylbenzylsulfonylchloride dissolved in about 50 ml methylene chloride was added to the reaction mixture. The reaction mixture was maintained at 20° C. during the addition and then refluxed for three hours. The mixture was cooled to room temperature and washed once with 200 ml of water and then washed twice with 100 ml of aqueous 5 wt. % hydrochloric acid. The washed mixture was dried over magnesium sulfate and evaporated under vacuum affording 28.2 g of the title compound as a solid residue.
Workup
- customwas added over a 5 minute period to a cooled solution
- additionwas added to the reaction mixture
- temperatureThe reaction mixture was maintained at 20° C. during the addition
- temperaturerefluxed for three hours
- temperatureThe mixture was cooled to room temperature
- washwashed once with 200 ml of water
- washwashed twice with 100 ml of aqueous 5 wt. % hydrochloric acid
- dry with materialThe washed mixture was dried over magnesium sulfate
- customevaporated under vacuum
Sources & evidence
- ORD record
- ord-f24e12c018cc49f083d9c820352e343e
- Source dataset
- uspto-grants-1989_12
- Patent number
- US04885027
Linked notes
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