Sulfuric Acid → 5-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

HRID 1192082

반응식

HRID 1192082 반응식
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:22])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([O:16]CC)=[O:15])=[CH:11][C:10]=1[N+:19]([O-:21])=[O:20].S(=O)(=O)(O)O>O>[Cl:22][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([OH:16])=[O:15])=[CH:11][C:10]=1[N+:19]([O-:21])=[O:20]

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 60207318Ethyl 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylate

생성물 1

HCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid수율 78.1%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

Ethyl 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylate (1.8 g, 4.74 mmol) was added to a solution of concentrated sulfuric acid (10 mL) diluted with water (20 mL), and the resulting mixture was heated at 100° C. for 5 hours. After this time, the mixture was poured into ice (4.5 mL) and stirred at room temperature for 20 minutes, then the resulting solid was collected by filtration, washed with water and dried in vacuo at 40° C. overnight to afford the title product as a white solid (1.3 g, 78% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.0 (2H, s), 8.1 (1H, s). MS m/z: 350.85, 352.90 [M+H]+.

후처리

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with water
  3. customdried in vacuo at 40° C. overnight

출처 및 근거

ORD 기록
ord-31fe241f358849b38de6d3b4dd6f088e
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680139B2

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