Phosphoric Acid → HCID 20145026, Verbindung

HRID 648600Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 648600
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][C:14]([C:16]2[S:20][C:19]([NH:21]C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)=[N:18][C:17]=2[CH3:41])=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].OP(O)(O)=O>O>[NH2:21][C:19]1[S:20][C:16]([C:14]2[C:6]3[C:5](=[CH:4][C:3]([O:2][CH3:1])=[C:8]([O:9][CH3:10])[CH:7]=3)[CH2:11][CH2:12][N:13]=2)=[C:17]([CH3:41])[N:18]=1

Komponenten

4

Edukt 2

HCID 1004Phosphoric AcidHCID 20144993HCID 20144993, Verbindung

Produkt 1

HCID 20145026HCID 20145026, VerbindungAusbeute 24,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of N-[2-(3,4-dimethoxyphenyl)ethyl]-4-methyl-2-tritylamino-5-thiazolecarboxamide (5.0 g) and polyphospholic acid (116% as H3PO4, 50 g) was stirred at 100° C. for 10 hours. After the reaction mixture was cooled, water (250 ml) was added and stirred for 1 hour. After removal of insoluble materials by filtration, and filtrate was neutralized with sodium carbonate. From the aqueous solution was extracted the desired compound with chloroform, and the extract was dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was triturated in diisopropyl ether to afford 1-(2-amino-4-methylthiazol-5-yl)-6,7-dimethoxy-3,4-dihydroisoquinoline (0.67 g).

Aufarbeitung

  1. temperatureAfter the reaction mixture was cooled
  2. stirringstirred for 1 hour
  3. customAfter removal of insoluble materials
  4. filtrationby filtration, and filtrate
  5. extractionFrom the aqueous solution was extracted the desired compound with chloroform
  6. dry with materialthe extract was dried over magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customthe residue was triturated in diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-21cbfe2cc2c44577898a35f35d660ec2
Quelldatensatz
uspto-grants-1988_04
Patentnummer
US04735957

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