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

HRID 1378994노트

반응식

HRID 1378994 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e21f30852c764a038034e8861ee1b35c
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05670498

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