Hydrochloric Acid → (2-Isopropyl-3-thioxo-2,3-dihydrobenzo[1,4]oxazin-4-yl)acetic acid

HRID 622366Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 622366
[CH:1]([CH:4]1[C:9](=[S:10])[N:8]([CH2:11][C:12]([O:14]C)=[O:13])[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[O:5]1)([CH3:3])[CH3:2].Cl>[OH-].[Na+].O>[CH:1]([CH:4]1[C:9](=[S:10])[N:8]([CH2:11][C:12]([OH:14])=[O:13])[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[O:5]1)([CH3:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 14234697methyl 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetate

Produkt 1

HCID 14234698(2-Isopropyl-3-thioxo-2,3-dihydrobenzo[1,4]oxazin-4-yl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

To a solution of methyl 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetate (16.7 g) in methanol-dioxane (2:3, 150 ml), 2N NaOH (60 ml) was added dropwise in 10 minutes with stirring. After completion of the addition, stirring was continued for further 15 minutes, and the mixture was diluted with water, acidified with 2N HCl, and subjected to extraction with ethyl acetate. The extract was washed with water, and dried (MgSO4), from which the solvent was evaporated off. To the residue, hexane was added, to give crystals of 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetic acid. Yield was 12.6 g (79.2%). Recrystallization from isopropyl ether-hexane gave yellow prisms (mp 99°-100° C.). Yield was 11.2 g (70.6%).

Aufarbeitung

  1. additionAfter completion of the addition
  2. stirringstirring
  3. extractionsubjected to extraction with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried (MgSO4)
  6. customfrom which the solvent was evaporated off
  7. additionTo the residue, hexane was added

Quellen und Nachweise

ORD-Eintrag
ord-7b32606755574883aa854782cec37e61
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04771050

Notizen zur Reaktion

Wird geladen…