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Nitric Acid → 2-(p-Chlorophenyl)-3-nitro-5[(trifluoromethyl)thio]pyrrole

HRID 1464663
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HRID 1464663 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10]([S:13][C:14]([F:17])([F:16])[F:15])=[CH:11][CH:12]=2)=[CH:4][CH:3]=1.[N+:18]([O-:21])([OH:20])=[O:19]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:9][C:10]([S:13][C:14]([F:15])([F:17])[F:16])=[CH:11][C:12]=2[N+:18]([O-:20])=[O:19])=[CH:6][CH:7]=1.[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:9][C:10]([S:13][C:14]([F:16])([F:15])[F:17])=[C:11]([N+:18]([O-:21])=[O:19])[CH:12]=2)=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 944Nitric AcidHCID 189304232-(p-Chlorophenyl)-5-[(trifluoromethyl)thio]pyrrole

생성물 2

HCID 189303872-(p-Chlorophenyl)-3-nitro-5[(trifluoromethyl)thio]pyrroleHCID 189304055-(p-Chlorophenyl)-3-nitro-2-[(trifluoromethyl)thio]pyrrole

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of 2-(p-chlorophenyl)-5-[(trifluoromethyl)thio]pyrrole (1.0 g, 0.0036 mol) in acetic acid is cooled with an ice bath, treated with nitric acid (0.24 g, 0.00378 mol), stirred for two hours, poured into ice-water and stirred for one hour. The aqueous solution is filtered and the filter cake is washed with water and dried in a vacuum dessicator to obtain a tan solid. Flash chromatography of the solid using silica gel and a 1:10 ethyl acetate/hexanes solution gives 2-(p-chlorophenyl)-3-nitro-5-[(trifluoromethyl)thio]pyrrole as a yellow solid (0.45 g, mp 143°-145° C.) and 5-(p-chlorophenyl)-3-nitro-2-[(trifluoromethyl)thio]pyrrole as a yellow solid (0.17 g, mp 185°-193° C.). Both products are identified by 1HNMR, 19FNMR and 13CNMR spectral analyses.

후처리

  1. stirringstirred for one hour
  2. filtrationThe aqueous solution is filtered
  3. washthe filter cake is washed with water
  4. customdried in a vacuum dessicator
  5. customto obtain a tan solid

출처 및 근거

ORD 기록
ord-0e00b6d4a97a4da2b8a94aaf3c63c4fa
출처 데이터셋
uspto-grants-1994_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05306827

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