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ChemicalBook CAS DataBase List 6-chloro-5-Methyl-3,6-dihydropyridazin-3-aMine

6-chloro-5-Methyl-3,6-dihydropyridazin-3-aMine synthesis

3synthesis methods
-

Yield:66346-87-0 72.7%

Reaction Conditions:

with ammonia in ethanol;water at 100; for 48 h;

Steps:

5

EXAMPLE 5; SYNTHESIS OF IMIDAZO[1 ,2-B]PYRIDAZINE COMPOUNDS AND 7- METHYL-IMIDAZO[1 ,2-B]PYRIDAZINE COMPOUNDS [0177] Additional compounds of the invention, including illustrative compounds set forth in Table VII, were made according to the following synthetic examples. In these examples, Compound 7-12 was prepared as described above in Example 2, while compound 11 was prepared as follows:β-chloroS-methylpyridazin-S-amine 7:for 48 h.[0178] 3,6-dichloro-4-methylpyridazine 6 (1 g) was dissolved in 5 mL of ethanol and was added ammonium hydroxide (10 mL). The resulting reaction mixture was sealed in a pressure bottle and heated to 100 0C for 48 hours. The reaction mixture is cooled and the solvents were evaporated and purified by CombiFlash Companion using Hexane/DCM 40:60 solvent system (4 g normal phase RediSep Flash column with run time min at flow 18 mL/min) gave 0.640 g (72.7 %) of 7 as yellow solid).[0179] 1H-NMR (300MHz, CD3OD) 7.08 (s, 1 H), 4.72 (s, 2H), 2.27 (s, 3H), ESI-MS m/z 143.9 (M+H)+.

References:

WO2008/58126,2008,A2 Location in patent:Page/Page column 65

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