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1-Hydroxybenzotriazole → HCID 22101906, Verbindung

HRID 1458292
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1458292
[CH2:1]([O:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=O)/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])\[CH3:4].ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[NH2:43][CH:44]1[CH2:48][N:47]([CH2:49][CH3:50])[N:46]([CH2:51][CH3:52])[CH2:45]1>ClCCl>[CH2:51]([N:46]1[CH2:45][CH:44]([NH:43][C:14](=[O:16])[C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[O:11][CH2:1]/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:9])[CH3:10])\[CH3:4])[CH2:48][N:47]1[CH2:49][CH3:50])[CH3:52]
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Komponenten

6

Edukt 4

HCID 757711-HydroxybenzotriazoleHCID 5591991,2-Diethyl-4-pyrazolidinamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 53471241HCID 53471241, Verbindung

Produkt 1

HCID 22101906HCID 22101906, VerbindungAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2-geranyloxybenzoic acid (1.36 g) was dissolved in dichloromethan (20 ml) and 1-hydroxybenzotriazole (0.80 g) and 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (1.14 g) were added thereto while being cooled with ice. After the resulting mixture was stirred for 30 minutes, 4-amino-1,2-diethyl pyrazolidine (0.71 g) was added thereto and the mixture was stirred for one night at room temperature. The reaction liquid was washed with brine and then dried over sodium sulfite anhydride. Thereafter, the solvent was evaporated under a vacuum. The residue was purified by silica gel column-m chromatography (chloroform:methanol=30:1), thereby yielding 1.71 g (87%) of the aimed compound.

Aufarbeitung

  1. temperaturewhile being cooled with ice
  2. stirringthe mixture was stirred for one night at room temperature
  3. customThe reaction liquid
  4. washwas washed with brine
  5. dry with materialdried over sodium sulfite anhydride
  6. customThereafter, the solvent was evaporated under a vacuum
  7. customThe residue was purified by silica gel column-m chromatography (chloroform:methanol=30:1)

Quellen und Nachweise

ORD-Eintrag
ord-e99ccb1cacd949e393c4609300a762f7
Quelldatensatz
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05849930

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