Hydrochloric Acid → 2-(4-(pyridin-2-yl)but-3-ynyl)-2H-benzo[d][1,2,3]triazole hydrochloride

HRID 1189149Notes

Reaction equation

HRID 1189149 reaction equation
[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]#[C:9][CH2:10][CH2:11][N:12]1[N:16]=[C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]2=[N:13]1>O1CCOCC1>[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]#[C:9][CH2:10][CH2:11][N:12]1[N:16]=[C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]2=[N:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 665982202-(4-(pyridin-2-yl)but-3-ynyl)-2H-benzo[d][1,2,3]triazole

Product 1

HCID 665982192-(4-(pyridin-2-yl)but-3-ynyl)-2H-benzo[d][1,2,3]triazole hydrochlorideYield 60%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of HCl (0.8 N, 906 μl) was added to a solution of 2-(4-(pyridin-2-yl)but-3-ynyl)-2H-benzo[d][1,2,3]triazole (90 mg) in dioxane (5 mL). The reaction mixture was cooled in the fridge for 1 hour. The resulting precipitate was filtered, washed with cold dioxane and diethyl ether and dried to yield 2-(4-(pyridin-2-yl)but-3-ynyl)-2H-benzo[d][1,2,3]triazole hydrochloride (99 mg, 0.35 mmol, 60%) as a white solid.

Workup

  1. temperatureThe reaction mixture was cooled in the fridge for 1 hour
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with cold dioxane and diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-d147c9dd90054423af414fb3e6f22e8e
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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