Benzyl Isothiocyanate → N-Benzyl-N'-(3-chloro-5-trifluoromethyl-2-pyridyl)methylthiourea

HRID 2416014

Reaktionsgleichung

Reaktionsgleichung von HRID 2416014
Cl.[Cl:2][C:3]1[C:4]([CH2:13][NH2:14])=[N:5][CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[CH2:15]([N:22]=[C:23]=[S:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O1CCCC1.C(N(CC)CC)C>[CH2:15]([NH:22][C:23]([NH:14][CH2:13][C:4]1[C:3]([Cl:2])=[CH:8][C:7]([C:9]([F:12])([F:10])[F:11])=[CH:6][N:5]=1)=[S:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 2

HCID 2346Benzyl IsothiocyanateHCID 114997441-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]methanamine--hydrogen chloride (1/1)

Produkt 1

HCID 22637232N-Benzyl-N'-(3-chloro-5-trifluoromethyl-2-pyridyl)methylthiourea

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8471TriethylamineKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a mixture of (3-chloro-5-trifluoromethyl-2-pyridyl)methylamine hydrochloride (0.12 g) and benzylisothiocyanate (0.11 g) in dry tetrahydrofuran (10 ml) was added triethylamine (10 drops) and the mixture stirred at room temperature for 12 hours. The solvent was evaporated and ethyl acetate added. The mixture was washed with 2M hydrochloric acid and then with saturated sodium bicarbonate solution. The organic layer was separated and the solvent removed to give the title product. 1H N.M.R. δ(ppm) 4.7 (2H, broad s), 4.95 (2H, d), 6.9 (1H, broad s), 7.3-7.55 (6H, m), 7.95 (1H, s) and 8.58 (1H, s).

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionethyl acetate added
  3. washThe mixture was washed with 2M hydrochloric acid
  4. customThe organic layer was separated
  5. customthe solvent removed

Quellen und Nachweise

ORD-Eintrag
ord-28e0e1d6a64047fa93a0ce93b34299c0
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06821992B1

Verknüpfte Notizen

Wird geladen…