Triethylamine → 6-[Allyl(methyl)amino]-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde

HRID 42701

反応式

HRID 42701 の反応式
Cl[C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH:12]=[O:13].C(N(CC)CC)C.[CH3:21][NH:22][CH2:23][CH:24]=[CH2:25]>C(O)C>[CH2:23]([N:22]([CH3:21])[C:2]1[N:7]([CH3:8])[C:6](=[O:9])[N:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH:12]=[O:13])[CH:24]=[CH2:25]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 69391N-MethylallylamineHCID 3199716-Chloro-5-formyl-1,3-dimethyluracil

生成物 1

HCID 866586896-[Allyl(methyl)amino]-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a stirred solution of 6-chloro-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde (0.500 g, 2.47 mmol) and triethyl-amine (0.52 ml, 3.71 mmol) in dry ethanol (10 ml), N-methylprop-2-en-1-amine (0.36 ml, 3.71 mmol) was added under argon. The resulting mixture was stirred at room temperature under argon overnight. After evaporation of the solvent in vacuo, water (15 ml) was added to the yellow oily residue, and the mixture was extracted with dichloromethane (4×15 ml). The combined organic phases were dried over anhydrous MgSO4. The solvent was evaporated in vacuo, and the crude product was purified by crystallization from a mixture of cyclohexane:isopropyl alcohol (4:1).

後処理

  1. customAfter evaporation of the solvent in vacuo, water (15 ml)
  2. additionwas added to the yellow oily residue
  3. extractionthe mixture was extracted with dichloromethane (4×15 ml)
  4. dry with materialThe combined organic phases were dried over anhydrous MgSO4
  5. customThe solvent was evaporated in vacuo
  6. customthe crude product was purified by crystallization from a mixture of cyclohexane:isopropyl alcohol (4:1)

出典と根拠

ORDレコード
ord-cc7929173e2d446b981067cd1f9e794d
出典データセット
uspto-grants-2013_09
特許番号
US08536210B2

関連ノート

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