3-Cyanobenzoyl chloride → HCID 23508370, compound

HRID 1883687Notes

Reaction equation

HRID 1883687 reaction equation
[N:1]1[N:2]=[CH:3][N:4]([NH:6][CH2:7][C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH:5]=1.[C:15]([C:17]1[CH:18]=[C:19]([CH:23]=[CH:24][CH:25]=1)[C:20](Cl)=[O:21])#[N:16]>>[C:15]([C:17]1[CH:18]=[C:19]([CH:23]=[CH:24][CH:25]=1)[C:20]([N:6]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)[N:4]1[CH:3]=[N:2][N:1]=[CH:5]1)=[O:21])#[N:16]

Participants

3

Reactant 2

HCID 3084833-Cyanobenzoyl chlorideHCID 17825955HCID 17825955, compound

Product 1

HCID 23508370HCID 23508370, compoundYield 15.3%

Procedure

The procedure of Preparation Example 34 was repeated, except that 101 mg of 4-[N-(1,2,4-triazol-4-yl)aminomethyl]phenol was used in place of 4-methoxybenzylamine, and 105 mg of 3-cyanobenzoyl chloride was used in place of 4-cyanobenzoyl chloride. The resulting crude product was purified by TLC (using a 10:1 mixture of chloroform and methanol as the developing solvent) to obtain 26 mg of 3-cyano-N-(4-hydroxybenzyl)-N-(1,2,4-triazol-4-yl)benzamide.

Workup

  1. customThe procedure of Preparation Example 34
  2. customThe resulting crude product was purified by TLC (
  3. additiona 10:1 mixture of chloroform and methanol as the developing solvent)

Sources & evidence

ORD record
ord-8af6aed32c5a4244b5a0e360c9dd9780
Source dataset
uspto-grants-2004_07
Patent number
US06762205B1

Reaction notes

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