Hydrochloric Acid → 2-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-6-(hydroxymethyl)-4-methoxyphenol

HRID 1691509

反応式

HRID 1691509 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:21]([O-])=O)=[C:6]([N:8]=[N:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[C:12]([CH2:18][OH:19])[C:11]=2[OH:20])[CH:7]=1.[OH-].[Na+].C(S(O)=O)(N)=N.Cl>O.C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2=[N:21][N:9]([C:10]3[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[C:12]([CH2:18][OH:19])[C:11]=3[OH:20])[N:8]=[C:6]2[CH:7]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2 回HCID 61274Thiourea dioxideHCID 1363483032-((5-Chloro-2-nitrophenyl)diazenyl)-6-(hydroxymethyl)-4-methoxyphenol

生成物 1

HCID 669077252-(5-chloro-2H-benzo[d][1,2,3]triazol-2-yl)-6-(hydroxymethyl)-4-methoxyphenol収率 30%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

反応条件

温度
80 °C

実験手順

In a 500 ml round bottom flask equipped with a magnetic stirrer, addition funnel, powder addition funnel, and nitrogen inlet was added 27.4 g (81.0 mmol) 2-((5-chloro-2-nitrophenyl)diazenyl)-6-(hydroxymethyl)-4-methoxyphenol and 200 ml ethanol. NaOH (19.7 g, 493 mmol) was dissolved in 100 ml deionized water and approximately one-fourth was added dropwise to the reaction mixture. The mixture was heated to 80° C. and 26.5 g (245 mmol) formamidine sulfinic acid and the remaining sodium hydroxide solution were concurrently added dropwise to the reaction mixture. The mixture was stirred at 80° C. for 2 hours and then poured into 3 L deionized water. The mixture was acidified to pH 3 using 1N HCl and the solid was collected by filtration, rinsed with ample amounts of water, and then worked up as in Example 5 to afford 7.4 g (30%) solid which was used in the next esterification step.

後処理

  1. customIn a 500 ml round bottom flask equipped with a magnetic stirrer, addition funnel, powder addition funnel, and nitrogen inlet
  2. additionapproximately one-fourth was added dropwise to the reaction mixture
  3. additionpoured into 3 L
  4. filtrationthe solid was collected by filtration
  5. washrinsed with ample amounts of water

出典と根拠

ORDレコード
ord-e6f181bfaf89467b9b176ac0fcf396c4
出典データセット
uspto-grants-2012_04
特許番号
US08153703B2

関連ノート

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