Water → HCID 68777970, compound
Reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([N:11]([C:20]([O:22]CC(Cl)(Cl)Cl)=O)C(OCC(Cl)(Cl)Cl)=O)[CH:2]=1.[C:28]1([C:34]2[N:38]=[C:37]([N:39]3[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]3)[S:36][N:35]=2)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(N(C(C)C)CC)(C)C.O>CS(C)=O>[C:28]1([C:34]2[N:38]=[C:37]([N:39]3[CH2:44][CH2:43][N:42]([C:20]([NH:11][C:3]4[CH:2]=[N:1][C:10]5[C:5]([CH:4]=4)=[CH:6][CH:7]=[CH:8][CH:9]=5)=[O:22])[CH2:41][CH2:40]3)[S:36][N:35]=2)[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1Participants
6
Conditions
- Temperature
- 80 °C
Procedure
A mixed solution of bis(2,2,2-trichloroethyl) quinolin-3-ylimidodicarbonate (301.4 mg, 0.610 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (200 mg, 0.812 mmol) and diisopropylethylamine (0.106 ml, 0.610 mmol) in dimethyl sulfoxide (2 ml) was stirred at 70° C. for 5 hours and then stirred at 80° C. for 1 hour and half. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Chloroform was poured to the residue, and 110 mg (43.2%) of the desired product as a solid was separated by filtration.
Workup
- extractionthe resulting solution was extracted with ethyl acetate
- washThe extract was washed with water
- dry with materialdried over anhydrous magnesium sulfate
- distillationthe solvent was distilled off under reduced pressure
- additionChloroform was poured to the residue, and 110 mg (43.2%) of the desired product as a solid
- customwas separated by filtration
Sources & evidence
- ORD record
- ord-fc629d4900b44796aac6e39efa45ed00
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07851473B2
Reaction notes
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