4-Chloro-1-(2-thienyl)butan-1-one → 2-[4-Chloro-1-(thiophen-2-yl)-butylidene]-hydrazinecarbothioamide

HRID 613685노트

반응식

HRID 613685 반응식
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].[CH:6]1[CH:10]=[C:9]([C:11]([CH2:13][CH2:14][CH2:15][Cl:16])=O)[S:8][CH:7]=1>CO.Cl.O>[Cl:16][CH2:15][CH2:14][CH2:13][C:11](=[N:1][NH:2][C:3](=[S:4])[NH2:5])[C:9]1[S:8][CH:7]=[CH:6][CH:10]=1

참가 물질

6

반응물 2

HCID 1235114-Chloro-1-(2-thienyl)butan-1-oneHCID 2723789Thiosemicarbazide

생성물 1

HCID 545696092-[4-Chloro-1-(thiophen-2-yl)-butylidene]-hydrazinecarbothioamide수율 57%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매2회HCID 887Methanol용매HCID 962Water용매

실험 절차

Thiosemicarbazide (9.11 g, 0.1 mol) was added under nitrogen to a solution 4-chloro-2'-butyrothienone (16.2 mL, 0.1 mol) in 350 mL of methanol plus 27 mL 1N HCl plus 25 mL of water. After stirring at room temperature for approximately 2 hours, all of the solid had dissolved. The reaction was then stirred at room temperature for 24 hours (overnight). By TLC starting material remained. An additional 27 mL of 1N HCl was added and the reaction stirred at room temperature for 6 hours. The solid formed was removed by filtration and dried under high vacuum to give 14.87 g (57%) of the title compound as a brown solid, mp 120-122° C.

후처리

  1. dissolutionall of the solid had dissolved
  2. stirringThe reaction was then stirred at room temperature for 24 hours (overnight)
  3. stirringthe reaction stirred at room temperature for 6 hours
  4. customThe solid formed
  5. customwas removed by filtration
  6. customdried under high vacuum

출처 및 근거

ORD 기록
ord-08f667f3cc214dae90b9d0e45627e7c1
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06008362

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