3-Fluoro-4-(4-methylpiperazin-1-yl)aniline → 1-(2-Fluoro-4-isothio-cyanatophenyl)-4-methylpiperazine

HRID 10776

반응식

HRID 10776 반응식
[C:1](C1NC=CN=1)(C1NC=CN=1)=[S:2].[F:13][C:14]1[CH:15]=[C:16]([NH2:27])[CH:17]=[CH:18][C:19]=1[N:20]1[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]1>CN(C)C=O>[F:13][C:14]1[CH:15]=[C:16]([N:27]=[C:1]=[S:2])[CH:17]=[CH:18][C:19]=1[N:20]1[CH2:21][CH2:22][N:23]([CH3:26])[CH2:24][CH2:25]1

참가 물질

4

반응물 2

HCID 27830553-Fluoro-4-(4-methylpiperazin-1-yl)anilineHCID 11412697Thiocarbonyl diimidazole

생성물 1

HCID 99429781-(2-Fluoro-4-isothio-cyanatophenyl)-4-methylpiperazine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Thiocarbonyl diimidazole (3.00 g, 3.53 mmol) (Aldrich) was dissolved in N,N-dimethylformamide (10 mL) and the solution was cooled to −10° C. (ice/acetone bath). A solution of 3-fluoro-4-(4-methyl-1-piperazinyl) benzenamine (2.26 g, 10.8 mmol) (from Step B above) in N,N-dimethylformamide (30 mL) was added over a period of 30 minutes, then the cooling bath was removed and the solution was stirred overnight. Ice-water was then added (100 mL) and the mixture was extracted with ether (3×200 mL). The combined ether layers were dried (MgSO4), filtered, and evaporated to give 1-(2-fluoro-4-isothio-cyanatophenyl)-4-methylpiperazine as a yellow oil that solidified on standing (3.88 g, 92%).

후처리

  1. customthe cooling bath was removed
  2. additionIce-water was then added (100 mL)
  3. extractionthe mixture was extracted with ether (3×200 mL)
  4. dry with materialThe combined ether layers were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-8e88da186bb64330afe884ecd3c3eb32
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094896B2

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