Formaldehyde → 5-cyano-1-(N-hydroxymethyl-2,4,6-trichloroanilino)-2,4-pyrimidinedione

HRID 648160

Reaktionsgleichung

Reaktionsgleichung von HRID 648160
[C:1]([C:3]1[C:4](=[O:20])[NH:5][C:6](=[O:19])[N:7]([NH:9][C:10]2[C:15]([Cl:16])=[CH:14][C:13]([Cl:17])=[CH:12][C:11]=2[Cl:18])[CH:8]=1)#[N:2].[CH2:21]=[O:22].O>C(O)=O>[C:1]([C:3]1[C:4](=[O:20])[NH:5][C:6](=[O:19])[N:7]([N:9]([CH2:21][OH:22])[C:10]2[C:11]([Cl:18])=[CH:12][C:13]([Cl:17])=[CH:14][C:15]=2[Cl:16])[CH:8]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 712Formaldehyde2×HCID 962WaterHCID 132322481-(2,4,6-Trichloroanilino)-5-cyano-2,4-pyrimidinedione

Produkt 1

HCID 132322565-cyano-1-(N-hydroxymethyl-2,4,6-trichloroanilino)-2,4-pyrimidinedione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel2×

Versuchsvorschrift

Two grams of 5-cyano-1-(2,4,6-trichloroanilino)-2,4-pyrimidinedione is added to 1.6 ml of 35% formaldehyde in enough 95% formic acid to effect stirring. The mixture is heated to reflux and 95% formic acid is added dropwise until the solid is dissolved. The mixture is refluxed overnight, after which 3.2 ml of aqueous formaldehyde is added and refluxing is continued for another 8 hours. The reaction mixture is poured into water and the precipitate is filtered to yield the compound 5-cyano-1-(N-hydroxymethyl-2,4,6-trichloroanilino)-2,4-pyrimidinedione, m.p.>300°.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. dissolutionis dissolved
  4. temperatureThe mixture is refluxed overnight
  5. temperaturerefluxing
  6. filtrationthe precipitate is filtered

Quellen und Nachweise

ORD-Eintrag
ord-37d9669e2a2c4ebb893df8d04c38f158
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04411839

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