Water → HCID 178522597, compound

HRID 2263139Notes

Reaction equation

HRID 2263139 reaction equation
[NH:1]1[CH:5]=[N:4][C:3]([NH:6][C:7](=[O:14])OCC(Cl)(Cl)Cl)=[N:2]1.[C:15]1([C:21]2[N:25]=[C:24]([N:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)[S:23][N:22]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(C(C)C)CC)(C)C.O>CS(C)=O>[C:15]1([C:21]2[N:25]=[C:24]([N:26]3[CH2:31][CH2:30][N:29]([C:7]([NH:6][C:3]4[N:4]=[CH:5][NH:1][N:2]=4)=[O:14])[CH2:28][CH2:27]3)[S:23][N:22]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 27777601-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazineHCID 178522598HCID 178522598, compound

Product 1

HCID 178522597HCID 178522597, compoundYield 28.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 2,2,2-trichloroethyl 1H-1,2,4-triazol-3-ylcarbamate (265 mg, 0.609 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (300 mg, 1.22 mmol) and diisopropylethylamine (0.106 ml, 1.22 mmol) in dimethylsulfoxide (2.5 ml) was stirred at 70° C. for 8 hours. Water was poured into the reaction mixture. A crystal formed was collected by filtration and recrystallized from a mixed solvent of hexane and tetrahydrofuran to obtain the desired product (61.8 mg, 28.5%) as a solid.

Workup

  1. customA crystal formed
  2. filtrationwas collected by filtration
  3. customrecrystallized from a mixed solvent of hexane and tetrahydrofuran

Sources & evidence

ORD record
ord-ae912e4499cb4925b75454f6bd7bf931
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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