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

HRID 1258590ノート

反応式

HRID 1258590 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
70 °C

実験手順

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].

後処理

  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

出典と根拠

ORDレコード
ord-5dd3c9ee06fe42ccb4dcbff9a3aa420d
出典データセット
uspto-grants-2013_06
特許番号
US08466176B2

反応ノート

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