Sodium Hydroxide → 4-(3-Methylanilino)-2-[(2-ureidoethyl)amino]pyrimidine-5-carboxamide

HRID 2303312Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2303312
[O-:1][C:2]#[N:3].[K+].Cl.O1CCOCC1.[NH2:12][CH2:13][CH2:14][NH:15][C:16]1[N:21]=[C:20]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[CH:24]=2)[C:19]([C:30]([NH2:32])=[O:31])=[CH:18][N:17]=1.[OH-].[Na+]>O1CCOCC1.O>[CH3:29][C:25]1[CH:24]=[C:23]([CH:28]=[CH:27][CH:26]=1)[NH:22][C:20]1[C:19]([C:30]([NH2:32])=[O:31])=[CH:18][N:17]=[C:16]([NH:15][CH2:14][CH2:13][NH:12][C:2]([NH2:3])=[O:1])[N:21]=1

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 98173492-(2-Aminoethylamino)-4-(m-tolylamino)pyrimidine-5-carboxamideHCID 11378442Potassium cyanateHCID 204431481,4-Dioxane hydrochloride

Produkt 1

HCID 184608294-(3-Methylanilino)-2-[(2-ureidoethyl)amino]pyrimidine-5-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A 147 mg portion of potassium cyanate and 450 μl of 4 M hydrochloric acid-dioxane solution were added to a mixture of 312 mg of 2-(2-aminoethylamino)-4-(3-methylanilino)pyrimidine-5-carboxamide and 3 ml of water and 3 ml of 1,4-dioxane, followed by stirring at room temperature for 1 day. The reaction mixture was alkalified by adding 1 M sodium hydroxide aqueous solution, and the thus formed precipitate was collected by filtration. The filtered material was washed by stirring it in methanol while heating and then collected by filtration to obtain 212 mg of 4-(3-methylanilino)-2-[(2-ureidoethyl)amino]pyrimidine-5-carboxamide (colorless solid).

Aufarbeitung

  1. filtrationthe thus formed precipitate was collected by filtration
  2. washThe filtered material was washed
  3. stirringby stirring it in methanol
  4. temperaturewhile heating
  5. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-ba3eff2c6e214304bc183c3df6a17171
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06432963B1

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