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Diisopropylethylamine → N-(3-Amino-4-thienyl)-N'-(2-trifluoromethylphenyl)thiourea

HRID 349422
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 349422
Br.Br.[NH2:3][C:4]1[C:8]([NH2:9])=[CH:7][S:6][CH:5]=1.C(N(C(C)C)C(C)C)C.[F:19][C:20]([F:31])([F:30])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]=[C:28]=[S:29]>C1COCC1>[NH2:3][C:4]1[C:8]([NH:9][C:28]([NH:27][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[C:20]([F:19])([F:30])[F:31])=[S:29])=[CH:7][S:6][CH:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 7371622-(Trifluoromethyl)phenyl isothiocyanateHCID 21989329Thiophene-3,4-diamine dihydrobromide

Produkt 1

HCID 86037742N-(3-Amino-4-thienyl)-N'-(2-trifluoromethylphenyl)thiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.8 g of 3,4-diaminothiophene dihydrobromide was added to a mixture of 0.74 g of N-ethyl-N,N-diisopropylamine in 40 ml of anhydrous THF, and the mixture was stirred at room temperature for 10 minutes, and then admixed with 0.58 g of 2-trifluoromethylphenyl isothiocyanate. The mixture was stirred at room temperature for 3 hours and at 40° C. for a further 10 minutes, and left to stand at room temperature overnight. After the solvent had been distilled off, the residue was admixed with water and extracted with ethyl acetate, and the insoluble fraction was filtered off. The organic phase was washed with water and dried over sodium sulfate, the solvent was distilled off and the residue was purified by column chromatography on silica gel using a mixture of 1 part by volume of toluene and 1 part by volume of ethyl acetate.

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature for 3 hours and at 40° C. for a further 10 minutes
  2. waitleft
  3. waitto stand at room temperature overnight
  4. distillationAfter the solvent had been distilled off
  5. extractionextracted with ethyl acetate
  6. filtrationthe insoluble fraction was filtered off
  7. washThe organic phase was washed with water
  8. dry with materialdried over sodium sulfate
  9. distillationthe solvent was distilled off
  10. customthe residue was purified by column chromatography on silica gel using
  11. additiona mixture of 1 part by volume of toluene and 1 part by volume of ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-7e922d213da34423aab1dbbb22c3a97f
Quelldatensatz
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07179830B2

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