Ethylamine → N-Ethyl-5-nitropyridine-3-sulfonamide

HRID 839387ノート

反応式

HRID 839387 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([OH:13])(=[O:12])=O)[CH:7]=[N:8][CH:9]=1)([O-:3])=[O:2].P(Cl)(Cl)(Cl)(Cl)Cl.P(Cl)(Cl)(Cl)=O.[CH2:25]([NH2:27])[CH3:26]>O>[CH2:25]([NH:27][S:10]([C:6]1[CH:7]=[N:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)(=[O:12])=[O:13])[CH3:26]

参加物

6

反応物 4

HCID 6341EthylamineHCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 203244285-Nitropyridine-3-sulfonic acid

生成物 1

HCID 12684264N-Ethyl-5-nitropyridine-3-sulfonamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 0.5g. of 5-nitro-3-pyridinesulfonic acid, 0.5g. of phosphorous pentachloride and 15 ml. of phosphorous oxychloride was heated under reflux for 6 hours. After removing the solvent by evaporation, dry chloroform was added to give a powdery crystal. After adding the crystal to 2.5 ml. of 20% ethyl amine under cooling, the mixture was stirred for 1 at room temperature. Then, the mixture was diluted with water and extracted with ethyl acetate. The extact was washed with water and dried. After removing the solvent by evaporation and purification by chromatography, 0.2g. of the desired compound was obtained. m.p. 117°-118° C. Similarly, the following compounds were synthesized.

後処理

  1. additionA mixture of 0.5g
  2. temperatureunder reflux for 6 hours
  3. customAfter removing the solvent
  4. customby evaporation, dry chloroform
  5. additionwas added
  6. customto give a powdery crystal
  7. additionAfter adding the crystal to 2.5 ml
  8. extractionextracted with ethyl acetate
  9. washThe extact was washed with water
  10. customdried
  11. customAfter removing the solvent
  12. customby evaporation and purification by chromatography, 0.2g

出典と根拠

ORDレコード
ord-6b4aabf4ef224f95a2725f3e95aa7623
出典データセット
uspto-grants-1978_06
特許番号
US04094982

反応ノート

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