Ethanol → Sodium 3-cyano-1-(2-methylphenyl)-6-oxo-1,6-dihydropyridine-2-thiolate

HRID 30421ノート

反応式

HRID 30421 の反応式
[CH3:1][Si]([N-][Si](C)(C)C)(C)C.[Na+:10].[C:11]1([CH3:20])[C:12]([N:17]=[C:18]=[S:19])=[CH:13][CH:14]=[CH:15][CH:16]=1.[C:21](#[N:23])[CH3:22].[CH3:24][CH2:25][OH:26]>C1COCC1>[C:21]([C:22]1[CH:1]=[CH:24][C:25](=[O:26])[N:17]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH3:20])[C:18]=1[S-:19])#[N:23].[Na+:10]

参加物

6

反応物 4

HCID 702EthanolHCID 6342AcetonitrileHCID 691952-Methylphenyl isothiocyanateHCID 2724254Sodium bis(trimethylsilyl)amide

生成物 1

HCID 68457473Sodium 3-cyano-1-(2-methylphenyl)-6-oxo-1,6-dihydropyridine-2-thiolate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of sodium bis(trimethylsilyl)amide (84 mL of a 1.0M solution in THF, 84 mmol) was added to a solution of o-tolyl isothiocyanate (5.0 g, 33.5 mmol) and acetonitrile (18 mL, 0.345 mol) in THF (100 mL) at −78° C. The mixture was allowed to warm to r.t. over 3 h. N,N-Dimethyluracil (4.62 g, 33 mmol) and EtOH (75 mL) were added and the mixture heated at reflux for 3 h then stirred at r.t. overnight. Volatiles were removed in vacuo. The residue was used crude in the next step without further purification.

後処理

  1. temperaturethe mixture heated
  2. temperatureat reflux for 3 h
  3. customVolatiles were removed in vacuo
  4. customwithout further purification

出典と根拠

ORDレコード
ord-cc22350c754c4ebeb8418a0e9af4d054
出典データセット
uspto-grants-2008_09
特許番号
US07423047B2

反応ノート

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