2-Fluoro-6-nitroaniline → 2-Fluoro-6-nitrophenylthiocyanate

HRID 2202365노트

반응식

HRID 2202365 반응식
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[C:3]=1N.N([O-])=O.[Na+].[S-:16][C:17]#[N:18].[K+]>S(=O)(=O)(O)O.O>[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[C:3]=1[S:16][C:17]#[N:18]

참가 물질

6

반응물 3

HCID 873162-Fluoro-6-nitroanilineHCID 516872Potassium thiocyanateHCID 23668193Sodium Nitrite

생성물 1

HCID 904190222-Fluoro-6-nitrophenylthiocyanate수율 99.9%

시약·촉매·용매 2

HCID 962Water용매3회HCID 1118Sulfuric Acid용매

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온도
5 °C

실험 절차

A solution of 2-fluoro-6-nitroaniline (3 g, 0.02 mol) in conc. sulphuric acid (30 mL) and water (30 mL) was diazotized at 0-3° C. for 90 min with aqueous sodium nitrite (1.45 g, 0.021 mol). After addition of potassium thiocyanate (2.522 g, 0.026 mol) in water (10 mL), the diazo-liquor was stirred vigorously into a suspension of cuprous thiocyanate (6.05 g, 0.05 mol) in water (20 mL) at 5° C. After stirring at 5° C. for 2 hr, the mixture was then heated at 70° C. for 20 min, then was cooled overnight, filtered, and the cake extracted with EtOAc to get the crude product (3.96 g) which was used in the next step without further purification. LC-MS: m/z 199.2 (M+H)+

후처리

  1. temperaturethe mixture was then heated at 70° C. for 20 min
  2. temperaturewas cooled overnight
  3. filtrationfiltered
  4. extractionthe cake extracted with EtOAc

출처 및 근거

ORD 기록
ord-9dbdd951599947b4989f18d7a491929f
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365545B2

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