Acetic Acid → 4-Chloro-2,5-diamino-6-neopentyl-pyrimidine

HRID 1594621

Reaktionsgleichung

Reaktionsgleichung von HRID 1594621
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])[N:3]=1.C([O-])(=O)C.[Na+].C(O)(=O)C.F[P-](F)(F)(F)(F)F.ClC1C=CC([N+:37]#N)=CC=1>O.C(O)C.O.[Zn]>[Cl:8][C:6]1[C:5]([NH2:37])=[C:4]([CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])[N:3]=[C:2]([NH2:1])[N:7]=1

Komponenten

8

Edukt 4

HCID 176Acetic Acid2×HCID 517045Sodium AcetateHCID 2723983Benzenediazonium, 4-chloro-, hexafluorophosphate(1-) (1:1)HCID 222749822-Amino-4-chloro-6-neopentylpyrimidine

Produkt 1

HCID 222749464-Chloro-2,5-diamino-6-neopentyl-pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23994ZincKatalysatorHCID 962WaterLösungsmittelHCID 19096565Water ethanolLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A mixture of 2-amino-4-chloro-6-neopentylpyrimidine (1 mmol), sodium acetate (14 mmol), acetic acid (86 mmol), and 4-chlorobenzene-diazonium hexafluorophosphate (1.15 mmol) in water was stirred at 25° C. for 12 h. Extraction and evaporation gave a yellow solid which was treated with zinc dust (10 mmol) and acetic acid (5.54 mmol) in EtOH-H2O at 80° C. for 1 h. Extraction and chromatography gave 4-chloro-2,5-diamino-6-neopentyl-pyrimidine as a yellow solid. TLC: Rf=0.25, 50% EtOAc-hexane.

Aufarbeitung

  1. extractionExtraction and evaporation
  2. customgave a yellow solid which
  3. extractionExtraction and chromatography

Quellen und Nachweise

ORD-Eintrag
ord-92df3c8e89314e2e820f1a90cd808ab1
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06284748B1

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