Pyridine → 1-Bromo-2-isocyanato-4,5-dimethoxybenzene

HRID 539644노트

반응식

HRID 539644 반응식
[Br:1][C:2]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([O:11][CH3:12])=[CH:5][C:3]=1[NH2:4].N1C=CC=CC=1.[C:19](Cl)(Cl)=[O:20]>C1(C)C=CC=CC=1.CN(C1C=CN=CC=1)C>[Br:1][C:2]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([O:11][CH3:12])=[CH:5][C:3]=1[N:4]=[C:19]=[O:20]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 6371PhosgeneHCID 4140762-Bromo-4,5-dimethoxyaniline

생성물 1

HCID 582002611-Bromo-2-isocyanato-4,5-dimethoxybenzene

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1140Toluene용매2회

반응 조건

온도
90 °C

실험 절차

2-Bromo-4,5-dimethoxyaniline (464 mg, 2.0 mmol) was dissolved in 10 ml of toluene at room temperature. DMAP (1 eq, 245 mg), and pyridine (1.3 eq, 0.22 ml) were added followed by phosgene (1.33 eq, 1.33 ml of a 20% solution in toluene). The mixture was heated to 90° C. for 4 hours. Upon cooling, the mixture was filtered and the filtrate was concentrated in vacuo to give 1-bromo-2-isocyanato-4,5-dimethoxy-benzene (542 mg, quantitative) as a light brown oil.

후처리

  1. temperatureUpon cooling
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-388a648be4cd47a89a630db623166603
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871760B2

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