Triphosgene → 8-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione

HRID 617127Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 617127
[NH2:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl[C:14](Cl)([O:16]C(=O)OC(Cl)(Cl)Cl)Cl>O1CCCC1>[CH3:12][O:11][C:10]1[C:2]2[NH:1][C:14]([O:5][C:4](=[O:6])[C:3]=2[CH:7]=[CH:8][CH:9]=1)=[O:16]

Komponenten

4

Edukt 2

HCID 94429TriphosgeneHCID 2557202-Amino-3-methoxybenzoic acid

Produkt 1

HCID 105596798-Methoxy-1H-benzo[d][1,3]oxazine-2,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a chilled (0-5° C.) solution of 30.0 g (0.180 mol) of 2-amino-3-methoxybenzoic acid (Aldrich Chemicals) in 500 mL of tetrahydrofuran was added 17.8 g (0.0600 mol) of triphosgene. A precipitate formed upon addition. The ice bath was removed after 15 minutes, and the reaction mixture was stirred for 1 hour at room temperature. The reaction mixture was poured into 1000 mL of water and stirred for thirty minutes. The product (mp 267-268° C.) was filtered and amounted to 32.9 g.

Aufarbeitung

  1. customA precipitate formed upon addition
  2. customThe ice bath was removed after 15 minutes
  3. additionThe reaction mixture was poured into 1000 mL of water
  4. stirringstirred for thirty minutes
  5. filtrationThe product (mp 267-268° C.) was filtered

Quellen und Nachweise

ORD-Eintrag
ord-61941d03209842d88305795814a28779
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05948775

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