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Triethylamine → 5-[(1,3-diethyl-1,3-dihydro-2H-imidazo[4,5-b]quinoxalin-2-ylidene)ethenylidene]-1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

HRID 1679499
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HRID 1679499 반응식
[CH2:1]([N:3]1[C:7]2=[N:8][C:9]3[C:14]([N:15]=[C:6]2[N:5]([CH2:16][CH3:17])[C:4]1=[CH2:18])=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH3:2].[CH2:19]([N:21]1[C:28](=[O:29])[CH2:27][C:25](=[O:26])[N:24]([CH2:30][CH3:31])[C:22]1=[S:23])[CH3:20].[C:32](Br)(Br)(Br)Br.C(N(CC)CC)C>C1C=CC=CC=1>[CH2:30]([N:24]1[C:25](=[O:26])[C:27](=[C:32]=[C:18]=[C:4]2[N:5]([CH2:16][CH3:17])[C:6]3=[N:15][C:14]4[C:9]([N:8]=[C:7]3[N:3]2[CH2:1][CH3:2])=[CH:10][CH:11]=[CH:12][CH:13]=4)[C:28](=[O:29])[N:21]([CH2:19][CH3:20])[C:22]1=[S:23])[CH3:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 11205Carbon tetrabromideHCID 788901,3-Diethyl-2-thiobarbituric acidHCID 198738891,3-diethyl-2-methylidene-2,3-dihydro-1H-imidazo[4,5-b]quinoxaline

생성물 1

HCID 867347755-[(1,3-diethyl-1,3-dihydro-2H-imidazo[4,5-b]quinoxalin-2-ylidene)ethenylidene]-1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A solution of 1,3-Diethyl-1,2-dihydro-2methyleneimidazo[4,5-b]quinoxaline (6.0 g, 0.025 mol), 1,3-diethyl-2-thiobarbituric acid (5.0 g, 0.025 mol) and carbon tetrabromide (8.3 g, 0.025 mol) in benzene (60 ml) is warmed to 50°-55°, at which point an exothermic reaction occurs, with separation of solid. The mixture is allowed to cool, then filtered. The filtrate is evaporated to dryness, the residue treated wth methanol (50 ml), and the solid dye collected. Treatment of the filtrate with triethylamine (5 ml) yields a further portion of dye. The dye is purified by precipitation from chloroform solution by addition of methanol. The yield of purified dye is 0.50 g, mp indistinct. The yield can be improved by using the quaternary salt and conducting the reaction in the presence of triethylamine.

후처리

  1. customan exothermic reaction
  2. customoccurs, with separation of solid
  3. temperatureto cool
  4. filtrationfiltered
  5. customThe filtrate is evaporated to dryness
  6. additionthe residue treated wth methanol (50 ml)
  7. customthe solid dye collected
  8. customTreatment of the filtrate with triethylamine (5 ml) yields a further portion of dye
  9. customThe dye is purified by precipitation from chloroform solution by addition of methanol
  10. customThe yield can

출처 및 근거

ORD 기록
ord-5745288d7d9b4db39d26f2ca137a60a0
출처 데이터셋
uspto-grants-1978_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04080496

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