M-Xylene → Cyanuric chloride

HRID 50417

反応式

HRID 50417 の反応式
[N:1]1[C:8]([Cl:9])=[N:7][C:5]([Cl:6])=[N:4][C:2]=1[Cl:3].[Cl-].[Al+3].[Cl-].[Cl-].[OH-].[Na+].[C:16]1([CH3:23])[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[CH:17]=1>ClC1C=CC=CC=1>[N:1]1[C:8]([Cl:9])=[N:7][C:5]([Cl:6])=[N:4][C:2]=1[Cl:3].[Cl:3][C:2]1[N:4]=[C:5]([C:21]2[CH:20]=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=2[CH3:23])[N:7]=[C:8]([C:21]2[CH:20]=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=2[CH3:23])[N:1]=1.[CH3:23][C:16]1[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][C:21]=1[C:2]1[N:4]=[C:5]([C:21]2[CH:20]=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=2[CH3:23])[N:7]=[C:8]([C:21]2[CH:20]=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=2[CH3:23])[N:1]=1

参加物

8

反応物 4

HCID 7929M-XyleneHCID 7954Cyanuric chlorideHCID 14798Sodium HydroxideHCID 6451240Aluminum(III) Chloride

生成物 3

HCID 7954Cyanuric chloride収率 91%HCID 710591,3,5-Triazine, 2-chloro-4,6-bis(2,4-dimethylphenyl)-HCID 224759882,4,6-Tris(2,4-dimethylphenyl)-1,3,5-triazine

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

実験手順

To a stirring mixture of 3.7 g (1 eq) of cyanuric chloride, 8 g (3 eq) of aluminum chloride in 50 mL chlorobenzene, was added 0.4 mL of aqueous sodium hydroxide solution (50%) at ice-bath temperature. After 10 min of stirring, 1.9 eq of m-xylene was added. The cooling bath was removed and the reaction mixture stirred at room temperature. HPLC analysis after 30 min at room temperature showed 91% of cyanuric chloride conversion to 2-chloro-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine and 2,4,6-tris(2,4-dimethylphenyl)-1,3,5-triazine, formed in a ratio of 96:4. A second sample analyzed after 1 h at room temperature showed 94% of cyanuric chloride conversion to 2-chloro-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine and 2,4,6-tris(2,4-dimethylpheny)-1,3,5-triazine, in a ratio of 92:8. After a total of 4 h at room temperature, HPLC analysis showed 95% conversion of cyanuric chloride and a ratio of 2-chloro-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine to 2,4,6-tris(2,4-dimethylphenyl)-1,3,5-triazine of 89:11.

後処理

  1. customThe cooling bath was removed
  2. stirringthe reaction mixture stirred at room temperature
  3. waitHPLC analysis after 30 min at room temperature showed

出典と根拠

ORDレコード
ord-1f71922308694f0491db17661ae24514
出典データセット
uspto-grants-2004_03
特許番号
US06710177B2

関連ノート

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