Thiophosgene → 5-Isothiocyanato-3-(trifluoromethyl)pyridine-2-carbonitrile

HRID 1051123노트

반응식

HRID 1051123 반응식
[C:1]([C:3]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][C:6]([N+:13]([O-])=O)=[CH:5][N:4]=1)#[N:2].[C:16](Cl)(Cl)=[S:17]>O>[N:13]([C:6]1[CH:7]=[C:8]([C:9]([F:12])([F:11])[F:10])[C:3]([C:1]#[N:2])=[N:4][CH:5]=1)=[C:16]=[S:17]

참가 물질

4

반응물 2

HCID 10040ThiophosgeneHCID 218748935-Nitro-3-(trifluoromethyl)-2-pyridinecarbonitrile

생성물 1

HCID 250199805-Isothiocyanato-3-(trifluoromethyl)pyridine-2-carbonitrile

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a heterogeneous mixture of 2-cyano-3-(trifluoromethyl)-5-nitropyridine A11 (0.075 g, 0.4 mmol) in water (2 ml) was added thiophosgene (50 μl). The mixture was stirred for 2 hours and then washed with water and extracted with chloroform. The organic layer was dried over MgSO4 and concentrated to yield compound A12 (0.087 g, 0.38 mmol, 95%). 1H NMR (400 MHz, CDCl3) δ 7.85 (d, J=2.4 Hz, 1H), 8.72 (d, J=2.4 Hz, 1H); 13C NMR (100 MHz, CDCl3) δ 113.61, 121.04 (q, J=273.1 Hz), 127.41, 130.38 (q, J=4.3 Hz), 131.44 (q, J=34.4 Hz), 133.55, 144.75, 150.30.

후처리

  1. washwashed with water
  2. extractionextracted with chloroform
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated
  5. customto yield compound A12 (0.087 g, 0.38 mmol, 95%)

출처 및 근거

ORD 기록
ord-0ff42b37e368428f8b3acb97b8532e42
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388159B2

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