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

HRID 30421노트

반응식

HRID 30421 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-cc22350c754c4ebeb8418a0e9af4d054
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423047B2

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