Pyridine → 2-(Phenyldiazenyl)succinonitrile

HRID 522154

반응식

HRID 522154 반응식
[C:1]([CH:3]([CH2:9][C:10]#[N:11])C(OCC)=O)#[N:2].N1C=CC=CC=1.F[B-](F)(F)F.[C:23]1([N+:29]#[N:30])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CO>[C:23]1([N:29]=[N:30][CH:3]([CH2:9][C:10]#[N:11])[C:1]#[N:2])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 5284485Benzenediazonium tetrafluoroborateHCID 10725530Ethyl 2,3-Dicyanopropionate

생성물 1

HCID 1184560602-(Phenyldiazenyl)succinonitrile수율 28%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of ethyl 2,3-dicyanopropanoate (1.58 g, 10.38 mmol) in methanol (52 mL) and pyridine (2.52 mL, 31.14 mmol) was cooled to 10° C. in an ice bath. Benzenediazonium tetrafluoroborate was added portion-wise over 20 minutes at 10° C. and the reaction stirred at room temperature for 18 hours. The reaction was concentrated in vacuo and partitioned between DCM and water. The organic layer was dried over magnesium sulphate and concentrated in vacuo to afford the title compound (2.8 g, 28%). The crude product was taken on directly to the next step.

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. custompartitioned between DCM and water
  3. dry with materialThe organic layer was dried over magnesium sulphate
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e04577d859ea4acab1e0bbddfd132a30
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09328096B2

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