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

HRID 1691506

반응식

HRID 1691506 반응식
[OH:1][CH2:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[C:5]([N:11]=[N:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[N+:19]([O-])=O)[C:4]=1[OH:22].[OH-].[Na+].C(S(O)=O)(N)=N.Cl>O.C(O)C>[N:12]1[N:11]([C:5]2[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=[C:3]([CH2:2][OH:1])[C:4]=2[OH:22])[N:19]=[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=12

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2회HCID 61274Thiourea dioxideHCID 1363482922-(Hydroxymethyl)-4-methoxy-6-((2-nitrophenyl)diazenyl)phenol

생성물 1

HCID 669069682-(2H-benzo[d][1,2,3]triazol-2-yl)-6-(hydroxymethyl)-4-methoxyphenol수율 20.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

반응 조건

온도
80 °C

실험 절차

In a 500 ml round bottom flask equipped with a magnetic stirrer, regular addition funnel, powder addition funnel, and nitrogen inlet was added 23.6 g (77.7 mmol) 2-(hydroxymethyl)-4-methoxy-6-((2-nitrophenyl)diazenyl)phenol and 200 ml ethanol. NaOH (18.8 g, 470 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 25.1 g (232 mmol) formamidine sulfinic acid and the remaining sodium hydroxide solution were concurrently added dropwise to the reaction mixture over 30 minutes. The mixture was stirred at 80° C. for 3 hours, poured into 3.5 L water, and then acidified to pH 4 using 1 N HCl. The resultant solid was collected by filtration and worked up as in Example 5 to give a light yellow solid (4.3 g, 20.5%).

후처리

  1. customIn a 500 ml round bottom flask equipped with a magnetic stirrer, regular addition funnel, powder addition funnel, and nitrogen inlet
  2. additionapproximately one-fourth was added dropwise to the reaction mixture
  3. filtrationThe resultant solid was collected by filtration

출처 및 근거

ORD 기록
ord-5dc2f0cacd1c4705b250271c2a7a73a8
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153703B2

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