Stannous Chloride → HCID 65440468, compound

HRID 1894720Notes

Reaction equation

HRID 1894720 reaction equation
[N:1]([CH2:4][C:5]1[S:6][C:7]([C:10]2[NH:14][N:13]=[CH:12][CH:11]=2)=[N:8][N:9]=1)=[N+]=[N-].[Sn](Cl)Cl>CO>[NH:14]1[C:10]([C:7]2[S:6][C:5]([CH2:4][NH2:1])=[N:9][N:8]=2)=[CH:11][CH:12]=[N:13]1

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 86662135HCID 86662135, compound

Product 1

HCID 65440468HCID 65440468, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a 3 mL methanol solution of 2-(azidomethyl)-5-(1H-pyrazol-5-yl)-1,3,4-thiadiazole (50 mg, 0.24 mmol) was added Tin (II) chloride, anhydrous (82 mg. 0.43 mmol) and the resulting yellow solution was stirred at rt overnight. The reaction mixture was concentrated and purified by HPLC (acetonitrile-water-ammonium hydroxide eluent) to give the title compound (37 mg).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by HPLC (acetonitrile-water-ammonium hydroxide eluent)

Sources & evidence

ORD record
ord-484d6476ddd04b10b41968eb413461b5
Source dataset
uspto-grants-2013_08
Patent number
US08513289B2

Reaction notes

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