Potassium Hydroxide → 5-bromo-1-methyl-1H-1,2,3-benzotriazole

HRID 1403524

반응식

HRID 1403524 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH:8][CH3:9])=[CH:6][CH:7]=1.[N:11]([O-])=O.[Na+].[OH-].[K+]>Cl.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[N:8]([CH3:9])[N:11]=[N:10][C:4]=2[CH:3]=1

참가 물질

6

반응물 3

HCID 14797Potassium HydroxideHCID 112985934-Bromo-N1-methylbenzene-1,2-diamineHCID 23668193Sodium Nitrite

생성물 1

HCID 576425785-bromo-1-methyl-1H-1,2,3-benzotriazole수율 33.7%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매

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온도
5 °C

실험 절차

To a solution of 4-bromo-N1-methylbenzene-1,2-diamine (4.2 g, 21 mmol) in hydrochloric acid (2N, 50 ml) was added a solution of NaNO2 (1.52 g, 22 mmol) in water (5 ml) at 0° C. The resulting solution was stirred for 4 h at 0-10° C., adjusted to pH 8 with potassium hydroxide (3N), extracted with dichloromethane (2×200 ml), and the organic layers combined and concentrated under vacuum to give a residue, which was purified via silica gel chromatography (50% dichloromethane in petroleum ether) to afford 5-bromo-1-methyl-1H-benzo[d][1,2,3]triazole as a red solid (1.5 g, 31%).

후처리

  1. extractionextracted with dichloromethane (2×200 ml)
  2. concentrationconcentrated under vacuum
  3. customto give a residue, which
  4. customwas purified via silica gel chromatography (50% dichloromethane in petroleum ether)

출처 및 근거

ORD 기록
ord-10bbfb56008b4553ae3bb244b82cbebf
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08912188B2

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