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Sulfanilamide → HCID 10471014, 화합물

HRID 1585064
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HRID 1585064 반응식
O1CCO[CH:2]1[CH2:6][CH2:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)=O.[S:17]([NH2:27])(=[O:26])([C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=1)=[O:18].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[F:16][C:13]1[CH:12]=[CH:11][C:10]([C:8]2[N:25]([C:22]3[CH:23]=[CH:24][C:19]([S:17]([NH2:27])(=[O:18])=[O:26])=[CH:20][CH:21]=3)[CH:2]=[CH:6][CH:7]=2)=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 5333SulfanilamideHCID 6101p-Toluenesulfonic acidHCID 27586963-(1,3-Dioxolan-2-yl)-1-(4-fluorophenyl)propan-1-one

생성물 1

HCID 10471014HCID 10471014, 화합물수율 40.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 3-(1,3-dioxolan-2-yl)-1-(4-fluorophenyl)propan-1-one (Example 8, Step 2) (1.6 g, 7.14 mmol), sulfanilamide (1.35 g, 7.86 mmol), p-toluenesulfonic acid (120 mg) and molecular sieves (4 Å, 3 g) in toluene (250 ml) was heated to reflux for 98 hours. The reaction was cooled, filtered and concentrated. The crude brownish solid (3.2 g) was purified by chromatography (silica gel, hexane/ethyl acetate, 6/4) to give 4-[2-(4-fluorophenyl)-1H-pyrrol-1-yl]benzenesulfonamide (920 mg, 40%) as a white solid: mp (DSC) 206° C. Anal Calc'd. for C16H13N2SFO2 ·0.2 H2O: C, 60.06; H, 4.22; N, 8.76; S, 10.02. Found: C, 60.13; H, 4.21; N, 8.61; S, 10.15.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 98 hours
  3. temperatureThe reaction was cooled
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude brownish solid (3.2 g) was purified by chromatography (silica gel, hexane/ethyl acetate, 6/4)

출처 및 근거

ORD 기록
ord-127514f990f04c67b2ed74ba725dcf4d
출처 데이터셋
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05935990

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