Propyl-2-thiourea → methyl 3-[4-phenyl-2-[N-(1-propyl)amino]-5-thiazolyl]propionate

HRID 1295260ノート

反応式

HRID 1295260 の反応式
Br[CH:2]([C:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:3][CH2:4][C:5]([O:7][CH3:8])=[O:6].[CH2:17]([NH:20][C:21]([NH2:23])=[S:22])[CH2:18][CH3:19]>CO>[C:10]1([C:9]2[N:23]=[C:21]([NH:20][CH2:17][CH2:18][CH3:19])[S:22][C:2]=2[CH2:3][CH2:4][C:5]([O:7][CH3:8])=[O:6])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

4

反応物 2

HCID 1615208Propyl-2-thioureaHCID 11066004Methyl 4-bromo-5-oxo-5-phenylpentanoate

生成物 1

HCID 22930670methyl 3-[4-phenyl-2-[N-(1-propyl)amino]-5-thiazolyl]propionate収率 70.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of methyl 4-bromo-5-oxo-5-phenylpentanoate (5.00 g), N-propylthiourea (2.01 g) and methanol (50 ml) was refluxed for 2 hrs. The reaction solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate. The obtained solution was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give methyl 3-[4-phenyl-2-[N-(1-propyl)amino]-5-thiazolyl]propionate (3.64 g, yield 70%) as colorless crystals. The crystals were recrystallized from ethyl acetate-hexane. melting point: 67–68° C.

後処理

  1. temperaturewas refluxed for 2 hrs
  2. customThe reaction solvent was removed under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe obtained solution was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-fbdd9db72dfa4f60b3b7e613bf5e3f97
出典データセット
uspto-grants-2007_07
特許番号
US07241785B2

反応ノート

読み込み中…