3-(2-Chloroethoxy)benzonitrile → 3-{3-[(5-methyl-1H-1,2,4-triazol-3-yl)thio]propoxy}benzonitrile

HRID 606523Notes

Reaction equation

HRID 606523 reaction equation
ClCCOC1C=C(C=CC=1)C#N.Cl[CH2:14][CH2:15][CH2:16][O:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[C:21]#[N:22].N1C=NC(S)=N1.[CH3:32][C:33]1[NH:37][N:36]=[C:35]([SH:38])[N:34]=1>>[CH3:32][C:33]1[NH:37][N:36]=[C:35]([S:38][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=2)[C:21]#[N:22])[N:34]=1

Participants

5

Reactant 4

HCID 135691673-(2-Chloroethoxy)benzonitrileHCID 219940813-(3-Chloropropoxy)benzonitrileHCID 1784335565-methyl-1H-1,2,4-triazole-3-thiolHCID 178527894HCID 178527894, compound

Product 1

HCID 577087843-{3-[(5-methyl-1H-1,2,4-triazol-3-yl)thio]propoxy}benzonitrile

Procedure

By a method similar to that in Reference Example 2, and using, instead of 3-[(2-chloroethyl)oxy]benzonitrile, 3-[(3-chloropropyl)oxy]benzonitrile obtained in Reference Example 4 and using, instead of 1H-1,2,4-triazole-3-thiol, 5-methyl-1H-1,2,4-triazole-3-thiol, the title compound was obtained as a yellow oil (643.0 mg, 46%).

Workup

  1. customobtained in Reference Example 4

Sources & evidence

ORD record
ord-0846be5974f842e082b4b47fcb9327c5
Source dataset
uspto-grants-2011_03
Patent number
US07915267B2

Reaction notes

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