Ethyl chloroformate → 2,6-Dicarbethoxy-5-methyl-5,6-dihydropyrrolo[1,2-c]quinazoline

HRID 65930Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 65930
[C:1]([C:6]1[CH:7]=[C:8]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[NH:11][CH:10]([CH3:18])[N:9]2[CH:19]=1)([O:3][CH2:4][CH3:5])=[O:2].Cl[C:21]([O:23][CH2:24][CH3:25])=[O:22].[OH-].[Na+]>CC(C)=O.O>[C:1]([C:6]1[CH:7]=[C:8]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:10]([CH3:18])[N:9]2[CH:19]=1)([O:3][CH2:4][CH3:5])=[O:2]

Komponenten

6

Edukt 3

HCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 227563592-Carbethoxy-5-methyl-5,6-dihydropyrrolo[1,2-c]quinazoline

Produkt 1

HCID 227563392,6-Dicarbethoxy-5-methyl-5,6-dihydropyrrolo[1,2-c]quinazoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of the product of Example XXXVIII (3.0 g, 0.0117 m) and ethyl chloroformate (12.6 g, 0.117 m) in acetone (50 ml) and H2O (50 ml) was treated with NaOH (0.21 ml aq. 30%) and the mixture refluxed for 1 hr. The acetone was removed in vacuo and the aqueous residue cooled in ice-bath. A solid formed and this was filtered, washed with water, and dried in vacuo. The crude product (3.4 g) was crystallized from methanol (25 ml) to afford the desired product; m.p. 125°-127°.

Aufarbeitung

  1. temperaturethe mixture refluxed for 1 hr
  2. customThe acetone was removed in vacuo
  3. temperaturethe aqueous residue cooled in ice-bath
  4. customA solid formed
  5. filtrationthis was filtered
  6. washwashed with water
  7. customdried in vacuo
  8. customThe crude product (3.4 g) was crystallized from methanol (25 ml)

Quellen und Nachweise

ORD-Eintrag
ord-5c0313cb4ad24413969ec2ff7cd2ced4
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04129653

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