Trifluoroacetic acid → HCID 21997550, compound

HRID 1977305Notes

Reaction equation

HRID 1977305 reaction equation
[N:1]1([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N[NH:16][C:17]([NH2:19])=[S:18].FC(F)(F)C(O)=O.[OH-].[Na+]>C1(C)C=CC=CC=1.O>[N:1]1([C:7]2[CH:14]=[CH:13][C:10]([C:11]3[S:18][C:17]([NH2:19])=[N:16][N:12]=3)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

7

Reactant 4

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 7667714-piperidin-1-ylbenzonitrileHCID 2723789Thiosemicarbazide

Product 1

HCID 21997550HCID 21997550, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 4-piperidin-1-yl-benzonitrile (3 g) and thiosemicarbazide (1.8 g) in toluene (30 ml) was added trifluoroacetic acid (20 ml) and the mixture was stirred at 60° C. for 6 hours. The reaction mixture was placed in water, the solution was adjusted to pH 9 with 1N sodium hydroxide and the precipitate was collected by filtration to give 5-(4-piperidin-1-yl-phenyl)-[1,3,4]thiadiazol-2-yl-amine (3.58 g).

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-a70202f4891943988ec3e6648d1582fb
Source dataset
uspto-grants-2001_05
Patent number
US06232290B1

Reaction notes

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