ChemicalBook CAS DataBase List 4-HYDRAZINO-2-(TRIFLUOROMETHYL)QUINAZOLINE

4-HYDRAZINO-2-(TRIFLUOROMETHYL)QUINAZOLINE synthesis

4synthesis methods

Product Name:4-HYDRAZINO-2-(TRIFLUOROMETHYL)QUINAZOLINE
CAS Number:154136-31-9
Molecular formula:C9H7F3N4
Molecular Weight:228.17

52353-35-2 Synthesis

52353-35-2
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4-HYDRAZINO-2-(TRIFLUOROMETHYL)QUINAZOLINE

154136-31-9
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Yield: 56%

Reaction Conditions:

with potassium carbonate;hydrazine in tetrahydrofuran at 20; for 2 h;

Steps:

3.1
Example 3; N-(l-/?-Tolyl-ethylidene)-N'-(2-trifluoromethyl-quinazolin-4-yl)-hvdrazine; Step 1; (2-Trifluoromethyl-quinazolin-4-yl)-hydrazine; To a solution of 4-chloro-2-(trifluoromethyl)quinazoline (2.0 g, 8.6 mmol) and hydrazine (0.27 mL, 8.6 mmol) in 20 mL of tetrahydrofuran was added 1.8 g (13 mmol) of potassium carbonate. The resultant suspension was stirred at ambient temperature for 2 hours. The reaction mixture was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate and the combined organics were dried over magnesium sulfate. After filtration, the organics were concentrated in vacuo to yield a yellow solid that was recrystallized in ethyl acetate: hexanes. 1.1 g (56%) of yellow needle-like crystals were isolated.LCMS: Mass Found (M+l, 229), ¹H NMR: (OMSO-d6, 400 MHz) δ 10.2 (bs, IH), 8.28 (d, J = 8.06 Hz, IH), 7.81-7.89 (m, 2H), 4.96 (bs, 2H).

References:

APPLIED RESEARCH SYSTEMS ARS HOLDING N.V. WO2007/65940, 2007, A1 Location in patent:Page/Page column 35

19165-29-8 Synthesis