4-Chlorophenyl Isocyanate → HCID 69202950, Verbindung

HRID 2221452Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2221452
Cl.[NH2:2][CH2:3][C:4]#[C:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=1.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[O:25])=[CH:19][CH:18]=1.C(N(CC)CC)C>C1COCC1.C(OCC)(=O)C>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:25])[NH:2][CH2:3][C:4]#[C:5][C:6]2[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=2)=[CH:19][CH:18]=1

Komponenten

6

Edukt 3

HCID 76934-Chlorophenyl IsocyanateHCID 8471TriethylamineHCID 69202155Methyl 4-(3-aminoprop-1-yn-1-yl)benzoate hydrochloride

Produkt 1

HCID 69202950HCID 69202950, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of methyl 4-(3-aminoprop-1-ynyl)benzoate hydrochloride (see Example 1, Steps 1-3 above; 150 mg, 0.66 mmol) in THF (5 ml) was added 4-chlorophenyl isocyanate (102 mg, 0.66 mmol) and triethylamine (278 μL, 2.0 mmol). The reaction mixture was stirred for 30 min, diluted with ethyl acetate (50 ml), and sequentially washed with water (25 ml), 0.5M aqueous HCl (25 ml), saturated sodium bicarbonate (25 ml), and finally with brine (25 ml). The organic phase was dried over sodium sulfate and concentrated in vacuo to provide methyl 4-[3-(3-(4-chlorophenyl)-ureido)prop-1-ynyl]-benzoate as a white solid.

Aufarbeitung

  1. washsequentially washed with water (25 ml), 0.5M aqueous HCl (25 ml), saturated sodium bicarbonate (25 ml)
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8f8396547e26496d891b3d2e124cc55e
Quelldatensatz
uspto-grants-2008_05
Patentnummer
US07368572B2

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