2-Isocyanato-1,1-dimethoxyethane → 1-Benzylidene-2-[4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl]-4-(2,2-dimethoxyethyl)semicarbazide

HRID 1604315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1604315
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([CH:6]([C:9]2[C:14]([Cl:15])=[CH:13][C:12]([NH:16][N:17]=[CH:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:11][C:10]=2[Cl:25])[C:7]#[N:8])=[CH:4][CH:3]=1.[CH3:28][O:29][CH:30]([O:35][CH3:36])[CH2:31][N:32]=[C:33]=[O:34]>C(#N)C.C1CCN2C(=NCCC2)CC1>[CH:18](=[N:17][N:16]([C:12]1[CH:11]=[C:10]([Cl:25])[C:9]([CH:6]([C:7]#[N:8])[C:5]2[CH:26]=[CH:27][C:2]([Cl:1])=[CH:3][CH:4]=2)=[C:14]([Cl:15])[CH:13]=1)[C:33]([NH:32][CH2:31][CH:30]([O:35][CH3:36])[O:29][CH3:28])=[O:34])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

5

Edukt 2

HCID 154556412-Isocyanato-1,1-dimethoxyethaneHCID 86754869Benzaldehyde 4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl hydrazone

Produkt 1

HCID 543848701-Benzylidene-2-[4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl]-4-(2,2-dimethoxyethyl)semicarbazideAusbeute 87,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In 20 ml of acetonitrile was suspended 3.2 g of benzaldehyde 4-(4-chloro-α-cyanobenzyl)-3,5-dichlorophenyl hydrazone. To the suspension were added 1.5 g of 2,2-dimethoxyethyl isocyanate and 20 mg of DBU. The reaction was allowed to proceed for one hour at room temperature, then the resulting crystalline precipitate was collected by filtration, which was washed with hexane, followed by drying to afford 3.7 g of the titled compound as colorless crystals, m.p. 190-191° C.

Aufarbeitung

  1. filtrationthe resulting crystalline precipitate was collected by filtration, which
  2. washwas washed with hexane
  3. customby drying

Quellen und Nachweise

ORD-Eintrag
ord-a16d40e651f7413188d77af635a281ab
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05994355

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