Hydrochloric Acid → N-methyl-2-phenyl-2-(2-pyridyl)thioacetamide

HRID 1076243

反応式

HRID 1076243 の反応式
[CH2:1]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1([Li])C=CC=CC=1.[CH3:21][N:22]=[C:23]=[S:24].Cl>C1C=CC=CC=1.CCOCC.O.C1C=CC=CC=1>[CH3:21][NH:22][C:23](=[S:24])[CH:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 75812-(Phenylmethyl)pyridineHCID 11167Methyl isothiocyanateHCID 178506676HCID 178506676、化合物

生成物 1

HCID 21539487N-methyl-2-phenyl-2-(2-pyridyl)thioacetamide

試薬・触媒・溶媒 3

HCID 241Benzene溶媒2 回HCID 962Water溶媒HCID 22174802Benzene ether溶媒

実験手順

2-Benzylpyridine (6.1 g.) dissolved in 25 ml. of dry benzene is added dropwise to 20 ml. of 2M phenyl lithium in benzene/ether with cooling. The mixture is stirred for 30 minutes, then 2.6 g. of methyl isothiocyanate, dissolved in 40 ml. of dry benzene, is added dropwise with cooling. The resulting solution is stirred overnight. An equal volume of water is added and the solution is cooled and made acidic with 10% aqueous hydrochloric acid. The phases are separated, the organic phase is washed with water and the combined aqueous phases are made basic to about pH 9, then extracted with chloroform. The chloroform extracts are washed with water and dried over magnesium sulfate. Filtration and removal of solvent gives a residue which is recrystallized from isopropyl ether/ethanol to give N-methyl-2-phenyl-2-(2-pyridyl)thioacetamide.

後処理

  1. temperaturewith cooling
  2. stirringThe resulting solution is stirred overnight
  3. temperaturethe solution is cooled
  4. customThe phases are separated
  5. washthe organic phase is washed with water
  6. extractionextracted with chloroform
  7. washThe chloroform extracts are washed with water
  8. dry with materialdried over magnesium sulfate
  9. filtrationFiltration and removal of solvent
  10. customgives a residue which
  11. customis recrystallized from isopropyl ether/ethanol

出典と根拠

ORDレコード
ord-84de248a71224eaf90692c3ff738b655
出典データセット
uspto-grants-1976_05
特許番号
US03956325

関連ノート

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