Ammonia → HCID 131730609, Verbindung

HRID 1253855Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1253855
[NH2:1][C:2]([NH2:4])=[NH:3].[Cl:5][C:6]1[CH:7]=[C:8]2[C:13](=[C:14]([Cl:16])[CH:15]=1)[CH2:12][N:11]([CH3:17])[CH2:10][CH:9]2[C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1.CC(=O)OCC.N>C1COCC1.C(Cl)Cl.CO>[ClH:5].[ClH:5].[NH2:3][C:2]([NH2:4])=[N:1][S:24]([C:21]1[CH:20]=[CH:19][C:18]([CH:9]2[C:8]3[C:13](=[C:14]([Cl:16])[CH:15]=[C:6]([Cl:5])[CH:7]=3)[CH2:12][N:11]([CH3:17])[CH2:10]2)=[CH:23][CH:22]=1)(=[O:26])=[O:25]

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 3520GuanidineHCID 8857Ethyl AcetateHCID 223868894-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-benzenesulfonyl chloride

Produkt 1

HCID 131730609HCID 131730609, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 21226129Dichloromethane methanolLösungsmittel

Versuchsvorschrift

0.36 g of guanidine is suspended in 30 ml of anhydrous THF under argon, and 0.40 g of 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzenesulfonyl chloride (WO2003048129) is added. The mixture was stirred at RT for 24 h and then the THF was distilled off. 10 ml of water were added to the residue, and the precipitate was filtered off. It was washed with 10 ml of water and dried in vacuo. The solid was then suspended in 10 ml of EA, and 10 ml of a saturated solution of HCl in diethyl ether were added. The volatile constituents were removed in vacuo, and the residue was suspended in 10 ml of EA and stirred at RT for 5 h. The precipitate was then filtered off and dried in vacuo. 0.45 g was obtained, mp 140° C. (decomposition). Rf (EA/HEP/CH2Cl2/MeOH/conc. NH3=10:5:5:5:1)=0.30 MS (ES+):412

Aufarbeitung

  1. distillationthe THF was distilled off
  2. addition10 ml of water were added to the residue
  3. filtrationthe precipitate was filtered off
  4. washIt was washed with 10 ml of water
  5. customdried in vacuo
  6. addition10 ml of a saturated solution of HCl in diethyl ether were added
  7. customThe volatile constituents were removed in vacuo
  8. stirringstirred at RT for 5 h
  9. filtrationThe precipitate was then filtered off
  10. customdried in vacuo
  11. custom0.45 g was obtained

Quellen und Nachweise

ORD-Eintrag
ord-f7da0a2d0cfd47d683c0c4e3007255d0
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08455515B2

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