HCID 178509869, compound → HCID 178509870, compound

HRID 606441Notes

Reaction equation

HRID 606441 reaction equation
[NH:1]1[CH:5]=[N:4][C:3]([S:6][CH2:7][CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=2)[C:13]#[N:14])=[N:2]1>N.CO.[Ni]>[NH:1]1[CH:5]=[N:4][C:3]([S:6][CH2:7][CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH2:13][NH2:14])[CH:15]=[CH:16][CH:17]=2)=[N:2]1

Participants

4

Reactant 1

HCID 178509869HCID 178509869, compound

Product 1

HCID 178509870HCID 178509870, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 21705897Ammonia methanolSolvent

Procedure

A solution of 3-{[2-(1H-1,2,4-triazol-3-ylthio)ethyl]oxy}benzonitrile obtained in Reference Example 2 (9.00 g, 36.5 mmol) and Raney-nickel (5.00 g) in 5N ammonia/methanol (300 mL) was stirred at room temperature overnight under hydrogen atmosphere (1 atm). The catalyst was filtered off, and the filtrate was concentrate. The obtained residue was crystallized from toluene to give the title compound as a pale-blue powder (6.45 g, 71%).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrate
  3. customThe obtained residue was crystallized from toluene

Sources & evidence

ORD record
ord-1d70a8ac2cd844139fb9f697eadfb599
Source dataset
uspto-grants-2011_03
Patent number
US07915267B2

Reaction notes

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