Hydrochloric Acid → 2,4-Diamino-5-(8-amino-7-chloro-5-quinolylmethyl)pyrimidine dihydrochloride

HRID 34457

Reaktionsgleichung

Reaktionsgleichung von HRID 34457
[Cl:1][C:2]1[C:11]([NH2:12])=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[NH2:13][C:14]1[N:19]=[C:18]([NH2:20])[C:17]([CH2:21]O)=[CH:16][N:15]=1.[ClH:23]>C(O)(=O)C>[ClH:1].[ClH:23].[NH2:13][C:14]1[N:19]=[C:18]([NH2:20])[C:17]([CH2:21][C:4]2[CH:3]=[C:2]([Cl:1])[C:11]([NH2:12])=[C:10]3[C:5]=2[CH:6]=[CH:7][CH:8]=[N:9]3)=[CH:16][N:15]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 2247847-Chloroquinolin-8-amineHCID 2958782,4-Diamino-5-pyrimidinemethanol

Produkt 1

HCID 201298032,4-Diamino-5-(8-amino-7-chloro-5-quinolylmethyl)pyrimidine dihydrochlorideAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 7-chloro-8-aminoquinoline (C. C. Price and D. B. Guthrie, J. Amer. Chem. Soc. 1946, 68, 1592) (3.17 g, 17.7 mmol), 2,4-diamino-5-hydroxymethylpyrimidine (2.50 g, 17.7 mmol), and concentrated hydrochloric acid (2.50 mL) in glacial acetic acid (32 mL) was refluxed for 5 hr. The resulting precipitate was filtered from the cooled reaction mixture and washed with cold acetic acid and ether to give the title compound as tan solid (5.19 g, 79%); mp >290° dec. Anal. Calcd for C14H13ClN6.2HCl: C, 45.00; H, 4.05; N, 22.49; Cl, 28.46. Found: C, 44.89; H, 4.08; N, 22.44; Cl, 28.38.

Aufarbeitung

  1. filtrationThe resulting precipitate was filtered from the cooled reaction mixture
  2. washwashed with cold acetic acid and ether

Quellen und Nachweise

ORD-Eintrag
ord-7486c16e1c474b3fbc1400d10046621a
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04761475

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