Hydroxyamine hydrochloride → 3-[(hydroxyimino)(1-methyl-1H-tetrazol-5-yl)methyl]-N,N-dimethylaniline

HRID 452563노트

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HRID 452563 반응식
[CH3:1][N:2]([CH3:17])[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.[NH2:19][OH:20]>N1C=CC=CC=1>[OH:20][N:19]=[C:9]([C:11]1[N:15]([CH3:16])[N:14]=[N:13][N:12]=1)[C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[N:2]([CH3:17])[CH3:1]

참가 물질

4

반응물 2

HCID 443297Hydroxyamine hydrochlorideHCID 67075085[3-(dimethylamino)phenyl](1-methyl-1H-tetrazol-5-yl)methanone

생성물 1

HCID 1363527053-[(hydroxyimino)(1-methyl-1H-tetrazol-5-yl)methyl]-N,N-dimethylaniline수율 99.6%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
70 °C

실험 절차

To a stirred solution of [3-(dimethylamino)phenyl](1-methyl-1H-tetrazol-5-yl)methanone (3.84 g, 17 mmol) in dry pyridine (30 mL) was added hydroxylamine hydrochloride (2.89 g, 42 mmol). The reaction mixture was stirred at 70° C. for 6 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 3-[(hydroxyimino)(1-methyl-1H-tetrazol-5-yl)methyl]-N,N-dimethylaniline as a yellow solid [4.48 g, yield 99.6%; HPLC/MS:m/z=247 (M+H); log P(HCOOH)=1.17].

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-1b54bdb5e0ea46d08a9d0e1c4b66fa7d
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492388B2

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