Potassium Carbonate → 2-((3,5-dimethylisoxazol-4-yl)methyl)-2H-tetrazol-5-amine

HRID 1686319

反応式

HRID 1686319 の反応式
[N:1]1[NH:2][N:3]=[N:4][C:5]=1[NH2:6].Cl[CH2:8][C:9]1[C:10]([CH3:15])=[N:11][O:12][C:13]=1[CH3:14].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.ClCCl>[CH3:15][C:10]1[C:9]([CH2:8][N:2]2[N:3]=[N:4][C:5]([NH2:6])=[N:1]2)=[C:13]([CH3:14])[O:12][N:11]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 20467AminotetrazoleHCID 88246Isoxazole, 4-(chloromethyl)-3,5-dimethyl-

生成物 1

HCID 574224592-((3,5-dimethylisoxazol-4-yl)methyl)-2H-tetrazol-5-amine収率 40%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

2H-tetrazol-5-amine (1.29 g, 12.5 mmol), 4-(chloromethyl)-3,5-dimethylisoxazole (1.56 mL, 12.5 mmol) and potassium carbonate (1.73 g, 15.5 mmol) in DMF (20 mL) were heated to 80° C. with stirring for 16 hours. The reaction was cooled to room temperature, diluted with dichloromethane (100 mL) and washed consecutively with brine and water. The organics were dried over sodium sulfate and concentrated with rotary evaporation. The crude product was purified by silica gel chromatography (0-10% gradient ethyl acetate/dichloromethane) affording 2-((3,5-dimethylisoxazol-4-yl)methyl)-2H-tetrazol-5-amine as a white crystalline solid (970 mg, 40% yield) MS M+H calculated 195.1. found 195.

後処理

  1. washwashed consecutively with brine and water
  2. dry with materialThe organics were dried over sodium sulfate
  3. concentrationconcentrated with rotary evaporation
  4. customThe crude product was purified by silica gel chromatography (0-10% gradient ethyl acetate/dichloromethane)

出典と根拠

ORDレコード
ord-e7a9515f9cc746f29d06a375493a8d4d
出典データセット
uspto-grants-2012_04
特許番号
US08148544B2

関連ノート

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