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Ammonium thiocyanate → HCID 18930395, 화합물

HRID 375200
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HRID 375200 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[S-:18][C:19]#[N:20].[NH4+].BrBr>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:12][C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:10][C:9]=2[S:18][C:19]#[N:20])=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 15666Ammonium thiocyanateHCID 24408BromineHCID 378974HCID 378974, 화합물

생성물 1

HCID 18930395HCID 18930395, 화합물수율 84.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

A solution of ethyl 5-(p-chlorophenyl)pyrrole-2-carboxylate (0.95 g, 3.8 mmol) in acetic acid (20 mL) is treated with ammonium thiocyanate (1.75 g, 22.8 mmol), stirred at room temperature for five minutes, cooled to 15° C., treated with a solution of bromine (0.91 g, 5.7 mmol) in acetic acid (10 mL) and stirred at room temperature for several hours. The reaction mixture is filtered to remove solids and the filtrate is poured into water and stirred. The aqueous mixture is filtered to obtain an off-white solid. Flash chromatography of the solid using a 1:10 ethyl acetate/hexanes solution gives the title product as a white solid (0.99 g, mp 138°-141° C.) which is identified by 1HNMR and 13CNMR spectral analyses.

후처리

  1. temperaturecooled to 15° C.
  2. stirringstirred at room temperature for several hours
  3. filtrationThe reaction mixture is filtered
  4. customto remove solids
  5. additionthe filtrate is poured into water
  6. stirringstirred
  7. filtrationThe aqueous mixture is filtered
  8. customto obtain an off-white solid

출처 및 근거

ORD 기록
ord-d6d6ba4a09cf4897af41f930af45ca0a
출처 데이터셋
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05484807

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