Water → HCID 178522735, compound

HRID 2263130Notes

Reaction equation

HRID 2263130 reaction equation
[NH:1]1[C:5]([NH:6][C:7](=[O:14])OCC(Cl)(Cl)Cl)=[N:4][N:3]=[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:5]4[NH:1][N:2]=[N:3][N:4]=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 178522736HCID 178522736, compound

Product 1

HCID 178522735HCID 178522735, compoundYield 27.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 2,2,2-trichloroethyl 1H-tetrazol-5-ylcarbamate (190 mg, 0.731 mmol), 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (200 mg, 0.812 mmol) and diisopropylethylamine (0.141 ml, 0.812 mmol) in dimethylsulfoxide (2.5 ml) was stirred at 70° C. for 3 hours. Water was poured into the reaction mixture and a crystal was collected by filtration. They were recrystallized from a mixed solvent of hexane and tetrahydrofuran to obtain the desired product (72.9 mg, 27.9%) as a solid.

Workup

  1. filtrationa crystal was collected by filtration
  2. customThey were recrystallized from a mixed solvent of hexane and tetrahydrofuran

Sources & evidence

ORD record
ord-ad38413d934e47ffb25ddf90ecd7b679
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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