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Water → 2-(4-Cyanophenylamino)-2-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]thioacetamide

HRID 2089679
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HRID 2089679 반응식
[C:1]([CH:3]([NH:17][C:18]1[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=1)[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([O:12][CH2:13][CH2:14][OH:15])[C:5]=1[F:16])#[N:2].[NH4+]=[S:27].O>O1CCCC1.CO>[C:22]([C:21]1[CH:20]=[CH:19][C:18]([NH:17][CH:3]([C:4]2[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[C:6]([O:12][CH2:13][CH2:14][OH:15])[C:5]=2[F:16])[C:1]([NH2:2])=[S:27])=[CH:25][CH:24]=1)#[N:23]
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참가 물질

5

반응물 2

HCID 962WaterHCID 682128854-({Cyano[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}amino)benzonitrile

생성물 1

HCID 866774072-(4-Cyanophenylamino)-2-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]thioacetamide수율 61.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

The crude product of 4-({cyano[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}amino)benzonitrile (2.77 g) obtained in Example 30 was dissolved in tetrahydrofuran (4.26 mL) and methanol (4.26 mL), and 20% aqueous ammonium sulfide solution (8.54 mL, 25 mmol) was added dropwise thereto at room temperature, and the resulting mixture was stirred at the same temperature. After completion of the reaction, water (4.26 mL) was added dropwise to the reaction mixture, and the resulting mixture was stirred at the same temperature for 0.5 hours. The precipitated solid was filtered. The filtrate obtained was sequentially washed with water and tert-butyl methyl ether, and dried to obtain the captioned compound (1.87 g) as a pale yellow solid.

후처리

  1. additionwas added dropwise to the reaction mixture
  2. stirringthe resulting mixture was stirred at the same temperature for 0.5 hours
  3. filtrationThe precipitated solid was filtered
  4. customThe filtrate obtained
  5. washwas sequentially washed with water and tert-butyl methyl ether
  6. customdried

출처 및 근거

ORD 기록
ord-0ea6bf27ddda4af9944ffb0c126e0f60
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08436009B2

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