Triethyl orthoacetate → 2-Methyl-6-nitro-1,3-benzoxazol-4-ol

HRID 647221Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 647221
[NH2:1][C:2]1[C:8]([OH:9])=[CH:7][C:6]([N+:10]([O-:12])=[O:11])=[CH:5][C:3]=1[OH:4].[C:13](OCC)(OCC)(OCC)[CH3:14]>C1(C)C=CC=CC=1.C1COCC1>[N+:10]([C:6]1[CH:5]=[C:3]([OH:4])[C:2]2[N:1]=[C:13]([CH3:14])[O:9][C:8]=2[CH:7]=1)([O-:12])=[O:11]

Komponenten

5

Edukt 2

HCID 66221Triethyl orthoacetateHCID 204858732-Amino-5-nitrobenzene-1,3-diol

Produkt 1

HCID 204858692-Methyl-6-nitro-1,3-benzoxazol-4-olAusbeute 39,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of the 2-amino-5-nitroresorcinol (2.9 g, 0.017 mole) in toluene (50 ml) and THF (5 ml) was added triethyl orthoacetate (4.1 g, 0.0255 mole). This mixture was heated to reflux for one hour. Upon cooling, the product crystallized out of solution and was collected and dried to yield a tan solid (1.3 g, 39.4 percent). TLC showed the product to be pure.

Aufarbeitung

  1. temperatureThis mixture was heated
  2. temperatureto reflux for one hour
  3. temperatureUpon cooling
  4. customthe product crystallized out of solution
  5. customwas collected
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-96063322e09144ec92f8a70e1a7ff405
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04407930

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