Phenylhydrazine → 1-Phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine

HRID 127962

反応式

HRID 127962 の反応式
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[S:16]([C:20]1[CH:21]=[C:22]([CH:26]=[CH:27][C:28]=1[Cl:29])[C:23](Cl)=[O:24])(=[O:19])(=[O:18])[NH2:17]>COCCOC>[C:1]1([NH:7][NH:8][C:23](=[O:24])[C:22]2[CH:26]=[CH:27][C:28]([Cl:29])=[C:20]([S:16](=[O:18])(=[O:19])[NH2:17])[CH:21]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 7516PhenylhydrazineHCID 8471TriethylamineHCID 30179793-(Aminosulfonyl)-4-chlorobenzoyl chloride

生成物 1

HCID 155715011-Phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine収率 44.8%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒2 回

実験手順

In a 1 liter round bottom flask were placed phenyl hydrazine (54.1 g, 0.5 mol), triethylamine (50.5 g, 0.5 mol), and 150 ml of 1,2 dimethoxyethane. Then the mixture was cooled to ice-bath temperature and with good stirring and over 10 minutes a solution of 3-sulfamoyl-4-chlorobenzoyl chloride 97.1% (61 g, 0.24 mol) in 150 ml 1,2 dimethoxyethane was added dropwise. The reaction was permitted to reach ambient temperature. After standing for 6 days the solvent was evaporated under vacuum and the residue taken up in 500 ml of ethyl acetate. The organic phase was washed twice with 2N H2SO4, with water and finally with 1 molar sodium bicarbonate solution. The ethyl acetate phase was separated and dried with magnesium sulfate, clarified and concentrated to crystallization. 35 g of product mp 189°-190° C. were obtained.

後処理

  1. customIn a 1 liter round bottom flask were placed
  2. temperatureThen the mixture was cooled to ice-bath temperature
  3. additionwas added dropwise
  4. customto reach ambient temperature
  5. customthe solvent was evaporated under vacuum
  6. washThe organic phase was washed twice with 2N H2SO4, with water and finally with 1 molar sodium bicarbonate solution
  7. customThe ethyl acetate phase was separated
  8. dry with materialdried with magnesium sulfate
  9. concentrationconcentrated to crystallization

出典と根拠

ORDレコード
ord-7357454cce0446c4b47ae203adce1400
出典データセット
uspto-grants-1981_03
特許番号
US04258059

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