Hydroxyamine hydrochloride → N-hydroxy-1-[3-(methylsulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine

HRID 1258590노트

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HRID 1258590 반응식
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([C:9]([C:11]2[N:15]([CH3:16])[N:14]=[N:13][N:12]=2)=O)[CH:6]=[CH:7][CH:8]=1.Cl.[NH2:18][OH:19]>N1C=CC=CC=1>[OH:19][N:18]=[C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([S:2][CH3:1])[CH:4]=1)[C:11]1[N:15]([CH3:16])[N:14]=[N:13][N:12]=1

참가 물질

4

반응물 2

HCID 443297Hydroxyamine hydrochlorideHCID 67189850[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methanone

생성물 1

HCID 136352704N-hydroxy-1-[3-(methylsulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine수율 99.3%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
70 °C

실험 절차

To a stirred solution of [3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methanone (5.62 g, 24 mmol) in dry pyridine (30 mL) was added hydroxylamine hydrochloride (4.17 g, 60 mmol). The reaction mixture was stirred at 70° C. for 5 h, then concentrated in vacuo and diluted with ethyl acetate (100 mL) and water (50 mL). The organic layer was separated, washed with water (50 mL) and dried over MgSO4. Evaporation of the solvent in vacuo afforded N-hydroxy-1-[3-(methylsulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine as a yellow solid [6.91 g, yield 99.3%; HPLC/MS: m/z=250 (M+H); logP(HCOOH)=1.98].

후처리

  1. concentrationconcentrated in vacuo
  2. additiondiluted with ethyl acetate (100 mL) and water (50 mL)
  3. customThe organic layer was separated
  4. washwashed with water (50 mL)
  5. dry with materialdried over MgSO4
  6. customEvaporation of the solvent in vacuo

출처 및 근거

ORD 기록
ord-5dd3c9ee06fe42ccb4dcbff9a3aa420d
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466176B2

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