Formate → HCID 12849808, Verbindung

HRID 1903839Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1903839
C([O-])=O.[CH3:4][O:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]=1[OH:16].[NH2:17][C:18]1[N:23]=[C:22]([NH2:24])[C:21]([CH2:25]O)=[CH:20][N:19]=1.Cl>C(O)(=O)C>[NH2:17][C:18]1[N:23]=[C:22]([NH2:24])[C:21]([CH2:25][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]([OH:16])=[C:6]([O:5][CH3:4])[CH:15]=2)=[CH:20][N:19]=1

Komponenten

6

Edukt 4

HCID 283FormateHCID 313Hydrochloric AcidHCID 2958782,4-Diamino-5-pyrimidinemethanolHCID 109975355-Hydroxy-6-methoxynaphthalene

Produkt 1

HCID 12849808HCID 12849808, VerbindungAusbeute 31,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

The formate of 2-methoxy-1-naphthol (J. E. Oatis, Jr., M. P. Russell, D. R. Knapp and T. Walle, J. Med. Chem. 1981, 24, 309) (7.23 g, 30.3 mmol), 2,4-diamino-5-hydroxymethylpyrimidine (4.35 g, 30.3 mmol), concentrated hydrochloric acid (4.2 mL) and glacial acetic acid (60 mL) were refluxed 2 hr. The resulting dark solution was evaporated to dryness and the residue dissolved in water and neutralized with ammonia. The resulting tan precipitate (5.2 g) was recrystallized from aqueous ethanol containing a slight excess of hydrochloric acid to give title compound as tan powder (2.83 g, 28%); mp ca. 290°-300° dec. Anal. Calcd for C16H16N4O2.HCl: C, 57.75; H, 5.15; N, 16.84; Cl, 10.65. Found: C, 57.62; N, 5.21; N, 16.79; Cl, 10.61.

Aufarbeitung

  1. customThe resulting dark solution was evaporated to dryness
  2. dissolutionthe residue dissolved in water and neutralized with ammonia
  3. customThe resulting tan precipitate (5.2 g) was recrystallized from aqueous ethanol containing a slight excess of hydrochloric acid

Quellen und Nachweise

ORD-Eintrag
ord-fddcda81ccf0428bbc07ef5832d3c00c
Quelldatensatz
uspto-grants-1984_03
Patentnummer
US04438267

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