Water → 3-[3-(2-Bromo-2-ethylthioethoxycarbonylethenyl)-4-chlorophenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine

HRID 1978855Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1978855
[Br:1][C:2]([C:24](Cl)=[O:25])=[CH:3][C:4]1[CH:5]=[C:6]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[N:13]([CH3:22])[C:12]2=[O:23])[CH:7]=[CH:8][C:9]=1[Cl:10].[CH2:27]([S:29][CH2:30][CH2:31][OH:32])[CH3:28].C(N(CC)CC)C.O>O1CCCC1>[Br:1][C:2]([C:24]([O:32][CH2:31][CH2:30][S:29][CH2:27][CH3:28])=[O:25])=[CH:3][C:4]1[CH:5]=[C:6]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[N:13]([CH3:22])[C:12]2=[O:23])[CH:7]=[CH:8][C:9]=1[Cl:10]

Komponenten

6

Edukt 4

HCID 962WaterHCID 80752-(Ethylthio)ethanolHCID 8471TriethylamineHCID 865837993-[3-(2-Bromo-2-chlorocarbonylethenyl)-4-chlorophenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine

Produkt 1

HCID 865837983-[3-(2-Bromo-2-ethylthioethoxycarbonylethenyl)-4-chlorophenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

2.36 g of 3-[3-(2-bromo-2-chlorocarbonylethenyl)-4-chlorophenyl]-2,4-dioxo-1-methyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine in 20 ml of tetrahydrofuran were added dropwise to a solution of 0.58 g of 2-ethylmercaptoethanol and 0.56 g of triethylamine in 30 ml of tetrahydrofuran, and stirring was carried out for 5 hours. 100 ml of water were added and the aqueous phase was extracted with twice 100 ml of dichloromethane. The combined organic phases were washed three times with water, dried with sodium sulfate and evaporated down. The solid residue was stirred with diisopropyl ether, removed, washed with diisopropyl ether and petroleum ether and dried.

Aufarbeitung

  1. extractionthe aqueous phase was extracted with twice 100 ml of dichloromethane
  2. washThe combined organic phases were washed three times with water
  3. dry with materialdried with sodium sulfate
  4. customevaporated down
  5. stirringThe solid residue was stirred with diisopropyl ether
  6. customremoved
  7. washwashed with diisopropyl ether and petroleum ether
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-cc4257661da0442fb7525e87e0e8f1a6
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06239074B1

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