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

HRID 1691801ノート

反応式

HRID 1691801 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1140Toluene溶媒2 回

反応条件

温度
90 °C

実験手順

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), 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.

後処理

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

出典と根拠

ORDレコード
ord-31028c7dcc3b4cf482d1bb2a2f2e884b
出典データセット
uspto-grants-2012_04
特許番号
US08153809B2

反応ノート

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