N-[(2,4-dichloro-1,3-thiazol-5-yl)methylidene]hydroxylamine → 2,4-Dichloro-5-cyanothiazole

HRID 1584026노트

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HRID 1584026 반응식
[Cl:1][C:2]1[S:3][C:4]([CH:8]=[N:9]O)=[C:5]([Cl:7])[N:6]=1>C(OC(=O)C)(=O)C>[Cl:1][C:2]1[S:3][C:4]([C:8]#[N:9])=[C:5]([Cl:7])[N:6]=1

참가 물질

3

반응물 1

HCID 2778786N-[(2,4-dichloro-1,3-thiazol-5-yl)methylidene]hydroxylamine

생성물 1

HCID 155763592,4-Dichloro-5-cyanothiazole

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

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온도
137 °C

실험 절차

400 g (2.03 mol) of crude 2,4,-dichloro-5-thiazolecarboxaldehyde oxime (IV) are stirred with 2 liters of acetic anhydride at reflux temperature (137° C.) for 4 hours. Fractionation using a silvered distillation column 1 m long provided 271 g (=75.7% of theory) of 2,4-dichloro-5-thiazolecarbonitrile (V) at 112° C./20 m bar, this product being identical by mass and IR spectroscopy with that described in German Offenlegungsschrift No. 3,038,608 (which can also be named 2,4-dichloro-5-cyanothiazole). The compound solidifies at room temperature to give colourless crystals which can be recrystallized from petroleum ether. Melting point: 34°-35° C.

후처리

  1. distillationa silvered distillation column 1 m long provided 271 g (=75.7% of theory) of 2,4-dichloro-5-thiazolecarbonitrile (V) at 112° C./20 m bar
  2. customsolidifies at room temperature
  3. customto give colourless crystals which
  4. customcan be recrystallized from petroleum ether

출처 및 근거

ORD 기록
ord-181ad24b7c3042988f674c4f253ff3c3
출처 데이터셋
uspto-grants-1985_11
특허 번호
US04555577

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