Phenol → 2,4-Dichloro-6-phenoxy-1,3,5-triazine

HRID 65583Notes

Reaction equation

HRID 65583 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:8]1[C:15]([Cl:16])=[N:14][C:12](Cl)=[N:11][C:9]=1[Cl:10].[OH-].[Na+]>C(Cl)(Cl)Cl>[Cl:10][C:9]1[N:8]=[C:15]([Cl:16])[N:14]=[C:12]([O:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:11]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 7954Cyanuric chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 208072,4-Dichloro-6-phenoxy-1,3,5-triazineYield 45%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2,4-Dichloro-6-phenoxy-s-triazine (C) was prepared in 45% yield via the condensation of one equivalent of phenol with cyanuric chloride in chloroform at 50° which also contained one equivalent of sodium hydroxide. The product C, obtained as a white crystalline solid (mp. 110°-112°), was condensed in a second step with B in a manner similar to that described in Example 6. During the course of the reaction a solid appeared which was filtered, air-dried and identified as 7.

Sources & evidence

ORD record
ord-ec1a8cd381d3457c93eb6d7b032b695c
Source dataset
uspto-grants-1978_12
Patent number
US04128559

Reaction notes

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