2-Aminothiophenol → HCID 13763167、化合物

HRID 1906717ノート

反応式

HRID 1906717 の反応式
[C:1]1([CH:7]=[C:8]([C:13](=O)[CH3:14])[C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[SH:23]>CN(C)C=O.CCOCC>[CH3:14][C:13]1[NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[S:23][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:8]=1[C:9]([O:11][CH3:12])=[O:10]

参加物

5

反応物 2

HCID 87132-AminothiophenolHCID 2884254Methyl 2-benzylideneacetoacetate

生成物 1

HCID 13763167HCID 13763167、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 2-[(phenyl)methylene]-3-oxobutanoic acid, methyl ester (13.0 g., 63.7 mmole) in dry dimethylformamide (20 ml.) is treated dropwise with 2-aminothiophenol (8.85 g. of 90%, 63.7 mmole). A slight release of heat is noted. The reaction is stirred at room temperature for 6 hours and then heated at 65° for 72 hours. It is cooled to room temperature and diluted with ether. The resulting solution is thoroughly washed with water, sodium bicarbonate and brine. After drying over anydrous magnesium sulfate, the solvent is stripped off to give a yellow solid. It is triturated with isopropyl ether and filtered off to provide 6.93 g. of light yellow crystals. Recrystallization from isopropyl ether-dichloromethane gives an analytically pure sample of 2,5-dihydro-4-methyl-2-phenyl-1,5-benzothiazepine-3-carboxylic acid, methyl ester; m.p. 154°-156°. TLC(silica gel, hexane:acetone, 70:30) Rf =0.35.

後処理

  1. temperatureA slight release of heat
  2. temperatureheated at 65° for 72 hours
  3. temperatureIt is cooled to room temperature
  4. washThe resulting solution is thoroughly washed with water, sodium bicarbonate and brine
  5. dry with materialAfter drying over anydrous magnesium sulfate
  6. customto give a yellow solid
  7. customIt is triturated with isopropyl ether
  8. filtrationfiltered off
  9. customto provide 6.93 g
  10. customRecrystallization from isopropyl ether-dichloromethane

出典と根拠

ORDレコード
ord-e5cd192ec9e54dd0baa06693071d8405
出典データセット
uspto-grants-1987_03
特許番号
US04654335

反応ノート

読み込み中…