Sodium hydride → HCID 14277652、化合物

HRID 35543

反応式

HRID 35543 の反応式
Cl[C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[CH:4][CH:3]=1.[CH3:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][SH:18])=[CH:15][CH:14]=1.[H-].[Na+]>CN(C)C=O>[CH3:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][S:18][C:2]2[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[CH:4][CH:3]=2)=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 804074-Methoxy-alpha-toluenethiolHCID 8182294-Chloronicotinic acid

生成物 1

HCID 14277652HCID 14277652、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A stirred and ice-cooled mixture of 788 mg (0.005 mole) 4-chloronicotinic acid [prepared by the process set forth in W. C. J. Ross, J. Chem. Soc.(C), 1816 (1966)]and 771 mg (0.005 mole) of 4-methoxybenzylmercaptan in 6 mL of dry N,N-dimethylformamide was treated with 480 mg (0.012 mole) of 60% sodium hydride dispersion. The reaction was stirred at room temperature for 4 hours during which a thick solid formed, which was taken up in 75 mL of ice water. After extraction with 25 mL of hexane, the aqueous layer was acidified with 2.5N hydrochloric acid to precipitate 4-(4-methoxybenzylthio)-nicotinic acid; yield 1.2 g (89% of theory), m.p. 230° C.

後処理

  1. temperatureice-cooled
  2. customprepared by the process
  3. stirringThe reaction was stirred at room temperature for 4 hours during which a thick solid
  4. customformed
  5. extractionAfter extraction with 25 mL of hexane
  6. customto precipitate 4-(4-methoxybenzylthio)-nicotinic acid

出典と根拠

ORDレコード
ord-38fb0fdd2a2f47e8aaff7fe85e841c20
出典データセット
uspto-grants-1988_08
特許番号
US04767766

関連ノート

読み込み中…