Sodium Cyanide → 1-(8-Cyanooctyl)-4,5-diphenyltriazole

HRID 265409Notes

Reaction equation

HRID 265409 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:13]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:12]=[N:11]1.[C-:27]#[N:28].[Na+]>>[C:27]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:13]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:12]=[N:11]1)#[N:28]

Participants

3

Reactant 2

HCID 8929Sodium CyanideHCID 229163941-(8-Bromooctyl)-4,5-diphenyltriazole

Product 1

HCID 229163851-(8-Cyanooctyl)-4,5-diphenyltriazoleYield 74.4%

Procedure

1-(8-Bromooctyl)-4,5-diphenyltriazole (ex. example 60a) (1.8 g) was reacted with sodium cyanide in a method similar to Example 60b). Work-up and recrystallisation from dichloromethane and hexane gave 1-(8-cyanooctyl)-4,5-diphenyltriazole (1.16 g, 74.4%) as a white solid, m.p. 77°-8° C. Found: C, 77.03; H, 7.25; N, 15.35%; C23H26N4 requires: C, 77.06; H, 7.31; N, 15.63%.

Workup

  1. customrecrystallisation from dichloromethane and hexane

Sources & evidence

ORD record
ord-387a133f8c1b403c8324faca83ec6569
Source dataset
uspto-grants-1997_07
Patent number
US05648373

Reaction notes

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