Sodium Hydroxide → 1H-Purine-2,6-dione, 3,7-dihydro-8-(2-(3-bromophenyl)ethenyl)-1,3-diethyl-, (E)-

HRID 1378994

反応式

HRID 1378994 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[CH:5]=[CH:6][C:7](O)=O.Cl.C(N(CC)CCCN=C=NCC)C.[NH2:27][C:28]1[C:29](=[O:40])[N:30]([CH2:38][CH3:39])[C:31](=[O:37])[N:32]([CH2:35][CH3:36])[C:33]=1[NH2:34].[OH-].[Na+]>O.O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)/[CH:5]=[CH:6]/[C:7]1[NH:27][C:28]2[C:29](=[O:40])[N:30]([CH2:38][CH3:39])[C:31](=[O:37])[N:32]([CH2:35][CH3:36])[C:33]=2[N:34]=1

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 362513-(3-Bromophenyl)acrylic acidHCID 45721335,6-Diamino-1,3-diethyluracilHCID 99645121-(3-Diethylaminopropyl)-3-ethylcarbodiimide hydrochloride

生成物 1

HCID 64489301H-Purine-2,6-dione, 3,7-dihydro-8-(2-(3-bromophenyl)ethenyl)-1,3-diethyl-, (E)-収率 51.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

3-Bromocinnamic acid (2.52 g, 11.1 mmol) and 3-(3-diethylaminopropyl)-1-ethylcarbodiimide hydrochloride (2.90 g, 15.2 mmol) were added to a solution of 5,6-diamino-1,3-diethyluracil (2.0 g, 10.1 mmol) in a dioxane (34 ml)-water (68 ml) mixture, and the resulting mixture was stirred at room temperature for 40 minutes while keeping the pH at 5.5. A 4N aqueous solution of sodium hydroxide was added thereto to adjust the pH to >14, and the mixture was heated under reflux for 20 minutes. After cooling, the mixture was neutralized and the precipitated crystals were collected by filtration. The obtained crude crystals were recrystallized from tetrahydrofuran/water to give 2.01 g (yield 37%) of Compound g as pale green plates.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 20 minutes
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals were collected by filtration
  5. customThe obtained crude crystals
  6. customwere recrystallized from tetrahydrofuran/water

出典と根拠

ORDレコード
ord-e21f30852c764a038034e8861ee1b35c
出典データセット
uspto-grants-1997_09
特許番号
US05670498

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