Urea → 6-Nitro-2,4(1H,3H)-quinazolinedione

HRID 927299

Reaktionsgleichung

Reaktionsgleichung von HRID 927299
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=O.[NH2:14][C:15](N)=[O:16].[OH-].[Na+]>CC(O)=O>[N+:11]([C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[NH:1][C:15](=[O:16])[NH:14][C:4]2=[O:6])([O-:13])=[O:12]

Komponenten

5

Edukt 3

HCID 1176UreaHCID 120322-Amino-5-nitrobenzoic acidHCID 14798Sodium Hydroxide

Produkt 1

HCID 8169826-Nitro-2,4(1H,3H)-quinazolinedioneAusbeute 73,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

A mixture of 2-amino-5-nitrobenzoic acid (0.588 g, 3.23 mmol) and urea (1.164 g, 19.38 mmol) was heated at 200° C. under N2 for 1 h. The mixture was cooled to room temperature and 4 M NaOH was added until pH=14. It was acidified to pH=5.0 via addition of AcOH. The mixture was filtered and the yellow solid was dried to give the title compound (0.49 g, 72.8%) as a yellow solid. MS: m/z 208.1 [M+1]+.

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe mixture was filtered
  3. customthe yellow solid was dried

Quellen und Nachweise

ORD-Eintrag
ord-769710638e4c43b2b24dd08fbb7b2248
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09290460B2

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