Ethanol → 5-(3-Methyl-1,2,4-oxadiazol-5-yl)-3-nitropyrocatechol

HRID 1781907

反応式

HRID 1781907 の反応式
C[O:2][C:3]1[CH:4]=[C:5]([C:14]2[O:18][N:17]=[C:16]([CH3:19])[N:15]=2)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9]C.B(Br)(Br)Br.C(O)C>C(Cl)Cl>[CH3:19][C:16]1[N:15]=[C:14]([C:5]2[CH:4]=[C:3]([OH:2])[C:8]([OH:9])=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=2)[O:18][N:17]=1

参加物

5

反応物 3

HCID 702EthanolHCID 25134Boron tribromideHCID 214590805-(3,4-Dimethoxy-5-nitrophenyl)-3-methyl-1,2,4-oxadiazole

生成物 1

HCID 1356653125-(3-Methyl-1,2,4-oxadiazol-5-yl)-3-nitropyrocatechol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

2.5 g of 5-(3,4-dimethoxy-5-nitrophenyl)-3-methyl-1,2,4-oxadiazole are dissolved in 70 ml of methylene chloride. After cooling to -60° there is added dropwise thereto within 20 minutes while stirring a solution of 23.62 g of boron tribromide in 50 ml of methylene chloride, whereupon the mixture is held at the reflux temperature for 48 hours. After cooling to -60°, the mixture is treated with 60 ml of ethanol and subsequently stirred at room temperature for 30 minutes. The yellow solution is evaporated to dryness, whereupon the residue is treated three times with 100 ml of toluene/ethanol (1:1) each time and the solvent is distilled each time. After crystallization from ethanol, there is obtained 5-(3-methyl-1,2,4-oxadiazol-5- yl)-3-nitropyrocatechol in the form of yellow crystals of m.p. 201°-202°.

後処理

  1. temperatureAfter cooling to -60° there
  2. additionis added dropwise
  3. temperatureAfter cooling to -60°
  4. customThe yellow solution is evaporated to dryness, whereupon the residue
  5. additionis treated three times with 100 ml of toluene/ethanol (1:1) each time
  6. distillationthe solvent is distilled each time
  7. customAfter crystallization from ethanol

出典と根拠

ORDレコード
ord-3cf89a74dec1451980ee81dfbefe3083
出典データセット
uspto-grants-1997_05
特許番号
US05633371

関連ノート

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