Silane, bromotriethyl- → N-(2,3-Dioxo-7-nitro-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-alpha-(ethylamino)ethylphosphonic acid hydrobromide

HRID 1953774

Reaktionsgleichung

Reaktionsgleichung von HRID 1953774
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([N:8]=[C:9]([O:16]C)[C:10]([O:14]C)=[N:11]2)=[C:6]([CH2:18][N:19]([CH2:28][CH3:29])[CH:20]([P:22](=[O:27])([O:25]C)[O:23]C)[CH3:21])[CH:5]=1)([O-:3])=[O:2].C([Si](CC)(CC)[Br:33])C>ClCCl>[BrH:33].[O:14]=[C:10]1[C:9](=[O:16])[NH:8][C:7]2[C:12](=[CH:13][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=2[CH2:18][N:19]([CH2:28][CH3:29])[CH:20]([P:22](=[O:23])([OH:25])[OH:27])[CH3:21])[NH:11]1

Komponenten

4

Edukt 2

HCID 70680Silane, bromotriethyl-HCID 23298022dimethyl N-(7-nitro-2,3-dimethoxyquinoxalin-5-ylmethyl)-alpha-(ethylamino)ethylphosphonate

Produkt 1

HCID 17967587N-(2,3-Dioxo-7-nitro-1,2,3,4-tetrahydroquinoxalin-5-ylmethyl)-alpha-(ethylamino)ethylphosphonic acid hydrobromide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

160 mg (0.37 mmol) of dimethyl N-(7-nitro-2,3-dimethoxyquinoxalin-5-ylmethyl)-α-(ethylamino)ethylphosphonate are dissolved in 8 ml of dichloromethane and stirred at room temperature for one hour with 0.19 ml (4 eq.) of triethylbromosilane. The solvent and excess reagent are evaporated and the residue is briefly dried in a high vacuum, dissolved in 5 ml of an about 33% hydrogen bromide solution in acetic acid, and stirred at room temperature for 18 hours. The reaction mixture is diluted with diethyl ether, and the solid is filtered off, washed with diethyl ether and dried. The title compound is obtained as a beige solid; m.p.=191° (dec.).

Aufarbeitung

  1. customThe solvent and excess reagent are evaporated
  2. customthe residue is briefly dried in a high vacuum
  3. dissolutiondissolved in 5 ml of an about 33% hydrogen bromide solution in acetic acid
  4. additionThe reaction mixture is diluted with diethyl ether
  5. filtrationthe solid is filtered off
  6. washwashed with diethyl ether
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-805450e2d57f40898fcf73124a490141
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06117873

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