Water → HCID 15429393、化合物

HRID 619308ノート

反応式

HRID 619308 の反応式
CS[C:3]([S:13][CH3:14])=[C:4]([C:10](=O)[CH3:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[Cl:15][C:16]1[CH:21]=[C:20]([Cl:22])[CH:19]=[C:18]([Cl:23])[C:17]=1[NH:24][NH2:25].O>C(O)C>[CH2:8]([O:7][C:5]([C:4]1[C:3]([S:13][CH3:14])=[N:25][N:24]([C:17]2[C:18]([Cl:23])=[CH:19][C:20]([Cl:22])=[CH:21][C:16]=2[Cl:15])[C:10]=1[CH3:11])=[O:6])[CH3:9]

参加物

5

反応物 3

HCID 962WaterHCID 79234(2,4,6-Trichlorophenyl)hydrazineHCID 4997384Butanoic acid, 2-[bis(methylthio)methylene]-3-oxo-, ethyl ester

生成物 1

HCID 15429393HCID 15429393、化合物収率 56.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 1.22 g (5.23 mmol) of ethyl 3,3-bismethylthio-2-acetylacrylate and 1.11 g (5.23 mmol) of 2,4,6-trichlorophenylhydrazine in 12 mL of ethanol was heated at reflux for 2 hours. The cooled reaction mixture was then poured into cold water and the product was extracted into ether. The ethereal extracts were dried and evaporated and the residues were chromatographed on silica gel using 6:1 hexane/ethyl acetate as eluent to give 1.12 g (56%) of the desired product as a crystalline solid, m.p. 95-98° C. 1H-NMR (CDCl3) δ1.38 (3H, t, J=7), 2.30 (3H, s), 2.49 (3H, s.), 4.31 (2H, q, J=7), 7.47 m(2H, s).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. customThe cooled reaction mixture
  4. extractionthe product was extracted into ether
  5. customThe ethereal extracts were dried
  6. customevaporated
  7. customthe residues were chromatographed on silica gel using 6:1 hexane/ethyl acetate as eluent

出典と根拠

ORDレコード
ord-b7e4380c81fe49beaf59490dd05c6b2b
出典データセット
uspto-grants-1999_09
特許番号
US05958948

反応ノート

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