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Acetic Anhydride → N-(4,6-Dichloropyrimidin-2-yl)formamide

HRID 1730143
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1730143
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.[C:10](OC(=O)C)(=[O:12])C>C(O)=O>[CH:10]([NH:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[N:3]=1)=[O:12]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 7918Acetic Anhydride2×HCID 655222-Amino-4,6-dichloropyrimidine

Produkt 1

HCID 21499405N-(4,6-Dichloropyrimidin-2-yl)formamideAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A 250 ml. three necked flask was fitted with a mechanical stirrer, a thermometer, and a reflux condenser with drying tube. To the flask was charged 70 ml. of a 98% formic acid and 3.85 g (0.025 mole) of 2-amino-4,6-dichloropyrimidine as prepared in example 1. Acetic anhydride, 30 ml. was added slowly with stirring to maintain temperature below 50° C. When the addition of acetic anhydride was complete, the mixture was heated for 6 more hours at 50° C and then allowed to stand overnight at room temperature. Excess formic acid and acetic anhydride were evaporated under vacuum. The solid residue was crystallized from 15 ml. of ethyl alcohol. There was obtained 3.7 g of 2-formamido-4,6-dichloropyrimidine (PY-24) in the form of white crystals, melting point, 142°-144° C, yield 77%.

Aufarbeitung

  1. customthree necked flask was fitted with a mechanical stirrer
  2. customa thermometer, and a reflux condenser with drying tube
  3. additionTo the flask was charged 70 ml
  4. additionwas added slowly
  5. temperatureto maintain temperature below 50° C
  6. customExcess formic acid and acetic anhydride were evaporated under vacuum
  7. customThe solid residue was crystallized from 15 ml

Quellen und Nachweise

ORD-Eintrag
ord-38f04e15867449d794363b319ec721e0
Quelldatensatz
uspto-grants-1976_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03991190

Notizen zur Reaktion

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