Sodium hydride → 2-Thiocyanomethyl-3-allyl-4(3H)-quinazolinone

HRID 364624

反応式

HRID 364624 の反応式
S[C:2]1[N:11]([CH2:12][CH:13]=[CH2:14])[C:10](=[O:15])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.Cl[CH2:17][S:18][C:19]#[N:20].[H-].[Na+]>C(COC)OC>[S:18]([CH2:17][C:2]1[N:11]([CH2:12][CH:13]=[CH2:14])[C:10](=[O:15])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1)[C:19]#[N:20]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 76755Thiocyanic acid, chloromethyl esterHCID 178456612HCID 178456612、化合物2 回

生成物 1

HCID 202395102-Thiocyanomethyl-3-allyl-4(3H)-quinazolinone

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

To a mixture of 5.8 g (0.03 mole) 2-mercapto-3-allyl-4(3H)-quinazolinone (the product of Example 5) in 200 ml dimethoxyethane, 5.4 g (0.05 mole) chloromethyl thiocyanate and 2.4 g (0.05 mole) 50% sodium hydride were added. The resulting mixture was stirred overnight at ambient temperature, refluxed at 50° C. for 8 hours, stirred overnight, refluxed at 50° C. for 8 hours and stirred overnight. The reaction mixture was washed with water, extracted with methylene chloride, dried over magnesium sulfate and stripped. The oily residue was triturated with ether, to give the above-identified product, as a solid, melting point 73°-76° C.

後処理

  1. temperaturerefluxed at 50° C. for 8 hours
  2. stirringstirred overnight
  3. temperaturerefluxed at 50° C. for 8 hours
  4. stirringstirred overnight
  5. washThe reaction mixture was washed with water
  6. extractionextracted with methylene chloride
  7. dry with materialdried over magnesium sulfate
  8. customThe oily residue was triturated with ether
  9. customto give the above-identified product

出典と根拠

ORDレコード
ord-1d22afbe27e840f2a92de4ae2e8d78ce
出典データセット
uspto-grants-1986_08
特許番号
US04605657

関連ノート

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