Ammonium Chloride → HCID 178509156, Verbindung

HRID 255003Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 255003
[NH2:1][C:2]1[C:3](=[N:16][NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=2)[C:4]([CH2:7][NH:8][C:9](=[O:15])[CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[N:5][N:6]=1.NCC1C(=NNC2C=CC=C(F)C=2)C(N)=NN=1.[Cl-].[NH4+]>C(OCC)(=O)C>[NH2:1][C:2]1[C:3](=[N:16][NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=2)[C:4]([CH2:7][NH:8][C:9]([CH:10]=[CH:11][C:12]([OH:14])=[O:13])=[O:15])=[N:5][N:6]=1

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 178509157HCID 178509157, VerbindungHCID 178510679HCID 178510679, Verbindung

Produkt 1

HCID 178509156HCID 178509156, VerbindungAusbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In a similar manner, N-{5-amino-4-[(3-fluorophenyl)hydrazono]-4H-pyrazol-3-ylmethyl}succinamic acid was prepared by reacting 5-aminomethyl-4-[(3-fluorophenyl)hydrazono]-4H-pyrazol-3-ylamine (60 mg, 0.25 mmole) with succinic anhydide (40 mg, 0.4 mmole). The reaction was worked up by the addition of aqueous ammonium chloride solution and ethyl acetate. The crude material was purified by preparative TLC (CH2Cl2:CH3OH:H2O:HOAc=210:21:1.6:0.8) to yield 45 mg (51%) of the title compound as a yellow powder. MS (m/z, ES−): 333 (M−1, 42%); 1H NMR (ppm, 300 MHz, DMSO-d6) δ 8.23 (br s, 1H), 7.35-7.63 (m, 3H), 6.83-7.20 (m, 3H), 4.42 (s, 2H), 2.33 (m, 4H).

Aufarbeitung

  1. customThe crude material was purified by preparative TLC (CH2Cl2:CH3OH:H2O:HOAc=210:21:1.6:0.8)

Quellen und Nachweise

ORD-Eintrag
ord-e5ddff6737f6419ab336e9d6563831f0
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875728B2

Notizen zur Reaktion

Wird geladen…