Water → 4-(2-{1-[5-(2,3-Dihydro-1H-inden-5-yl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethylidene}hydrazinecarbothioamido)benzoic acid

HRID 337385

Reaktionsgleichung

Reaktionsgleichung von HRID 337385
[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[N:14]([CH3:15])[N:13]=[C:12]([C:16](=[N:18][NH2:19])[CH3:17])[C:11]=3[OH:20])=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[N:21]([C:24]1[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=1)=[C:22]=[S:23].O>CN(C)C=O>[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[N:14]([CH3:15])[N:13]=[C:12]([C:16](=[N:18][NH:19][C:22](=[S:23])[NH:21][C:24]4[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:31][CH:32]=4)[CH3:17])[C:11]=3[OH:20])=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 2429464-Isothiocyanatobenzoic acidHCID 866694035-(2,3-Dihydro-1H-inden-5-yl)-3-(1-hydrazonoethyl)-1-methyl-1H-pyrazol-4-ol

Produkt 1

HCID 866694024-(2-{1-[5-(2,3-Dihydro-1H-inden-5-yl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethylidene}hydrazinecarbothioamido)benzoic acidAusbeute 79,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

5-(2,3-Dihydro-1H-inden-5-yl)-3-(1-hydrazonoethyl)-1-methyl-1H-pyrazol-4-ol (47 mg, 0.174 mmol) in N,N-dimethylformamide (0.94 mL) was stirred with 4-isothiocyanatobenzoic acid (33 mg, 0.184 mmol) at room temperature for 4 hours and 40 minutes. After the reaction, 0.94 mL of water was added, and the resulting pale yellow solid was collected by filtration, washed with water and dried under reduced pressure to obtain the desired product (62 mg, 79% yield).

Aufarbeitung

  1. additionwas added
  2. filtrationthe resulting pale yellow solid was collected by filtration
  3. washwashed with water
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e35be99e862b48b4aa1753610dc4226d
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889732B2

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