Water → ethyl 2-(4-chloro-2-fluoro-5-(-methylethoxy)phenylaminothioxometyl)-3,4,5,6-tetrahydro1(2H)pyridazinecarboxylate

HRID 1262629Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1262629
[Cl:1][C:2]1[C:7]([O:8][CH:9]([CH3:11])[CH3:10])=[CH:6][C:5]([N:12]=[C:13]=[S:14])=[C:4]([F:15])[CH:3]=1.[CH2:16]([O:18][C:19]([N:21]1[CH2:26][CH2:25][CH2:24][CH2:23][NH:22]1)=[O:20])[CH3:17].O>C(N(CC)CC)C.C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:7]([O:8][CH:9]([CH3:10])[CH3:11])=[CH:6][C:5]([NH:12][C:13](=[S:14])[N:22]2[CH2:23][CH2:24][CH2:25][CH2:26][N:21]2[C:19]([O:18][CH2:16][CH3:17])=[O:20])=[C:4]([F:15])[CH:3]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 30143771(2H)-Pyridazinecarboxylic acid, tetrahydro-, ethyl esterHCID 136079331-Chloro-5-fluoro-4-isothiocyanato-2-[(propan-2-yl)oxy]benzene

Produkt 1

HCID 15590227ethyl 2-(4-chloro-2-fluoro-5-(-methylethoxy)phenylaminothioxometyl)-3,4,5,6-tetrahydro1(2H)pyridazinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8471TriethylamineKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

4-Chloro-2-fluoro-5-(1-methylethoxy)phenyl isothiocyanate (2.8 g) was added to a solution of 2-ethoxycarbonyl-3,4,5,6-tetrahydro-(1H,2H)-pyridazine (1.8 g) and several drops of triethylamine in toluene (5 ml), and the resultant mixture was stirred at 25° C. overnight. Water was added to the mixture, which was then extracted with toluene. The toluene layer was washed with water, dried and concentrated.The residue was purified by silica gel column chromatography to give 2 of ethyl 2-(4-chloro-2fluoro-5-(1-methylethoxy)phenylaminothioxomethyl)-3,4,5,6-tetrahydro-1(2H) pyridazine carboxylate. nD27.5 1.5534. NMR δ (ppm): 1.3 (3H, t), 1.4 (6H, d), 1.8 (4H, m), 4.35 (2H, q), 7.1 (1H, d), 8.0 (1H, d), ##STR12##

Aufarbeitung

  1. extractionwas then extracted with toluene
  2. washThe toluene layer was washed with water
  3. customdried
  4. customconcentrated.The residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4fbc14257b414844941e63c4614ea337
Quelldatensatz
uspto-grants-1984_06
Patentnummer
US04452981

Notizen zur Reaktion

Wird geladen…