Ethanol → 4-[5(4-chlorophenyl)-1H-pyrazol-1-yl]benzenesulfonamide

HRID 129214

反応式

HRID 129214 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][CH:10]=O)=[CH:4][CH:3]=1.[CH:13]1[C:18]([NH:19][NH2:20])=[CH:17][CH:16]=[C:15]([S:21]([NH2:24])(=[O:23])=[O:22])[CH:14]=1.Cl.C(O)C>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:19]([C:18]3[CH:13]=[CH:14][C:15]([S:21]([NH2:24])(=[O:23])=[O:22])=[CH:16][CH:17]=3)[N:20]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 702EthanolHCID 27945674-Hydrazinylbenzenesulfonamide hydrochlorideHCID 104423563-(4-Chlorophenyl)-3-oxopropanal

生成物 1

HCID 108305124-[5(4-chlorophenyl)-1H-pyrazol-1-yl]benzenesulfonamide収率 76%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 250 mL one-necked round-bottomed flask equipped with reflux condenser, nitrogen inlet and provisions for magnetic stirring was charged with 3-(4-chlorophenyl)-3-ketopropionaldehyde (18.3 g, 0.1 mol), 4-sulfonamidophenylhydrazine hydrochloride (11.2 g, 0.05 mol) and 100 mL of absolute ethanol. The solution was heated to reflux for 15 hour and then diluted with 100 mL of water and allowed to stand whereupon a white solid formed that was isolated by filtration on a Buchner funnel and air dried to provide 12.6 g, 76% of 4-[5-(4-chlorophenyl)-1H-pyrazol-1-yl]benzenesulfonamide, mp 185°-187° C. 1H nmr (CDCl3 /300 MHz) 7.89(d, J=8.7 Hz, 2H), 7.76(d, J=1.8 Hz, 1H), 7.43(d, J=8.7 Hz, 2H), 7.34(d, J=8.7 Hz, 2H), 7.17(d, J=8.7 Hz, 2H), 6.53(d, J= 1.8 Hz, 1H), 4.93(brs, 2H), mass spectrum MH+ =334.

後処理

  1. customA 250 mL one-necked round-bottomed flask equipped
  2. temperaturewith reflux condenser, nitrogen inlet
  3. temperatureThe solution was heated
  4. temperatureto reflux for 15 hour
  5. customformed that
  6. customwas isolated by filtration on a Buchner funnel and air
  7. customdried

出典と根拠

ORDレコード
ord-167a542c99ec46ad83ce2a1723f59f08
出典データセット
uspto-grants-1995_11
特許番号
US05466823

関連ノート

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