ChemicalBook CAS DataBase List (2-Thiazolyl)methylamine

(2-Thiazolyl)methylamine synthesis

5synthesis methods

Product Name:(2-Thiazolyl)methylamine
CAS Number:55661-33-1
Molecular formula:C4H6N2S
Molecular Weight:114.17

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Yield: 72%

Reaction Conditions:

with triphenylphosphine in tetrahydrofuran

Steps:

G.G.1 Azide Reduction
Preparation GG1 Thiazol-2-yl-methylamine Azide Reduction Triphenylphosphine (2.08 g, 7.9 mmol) was added to a solution of 2-azidomethyl-thiazole (1.11 g, 7.9 mmol) in THF (20 mL). After 1 h, H₂ O (214 μL) and ammonium hydroxide sol (0.5 mL) were added sequentially. The reaction stirred overnight, was concentrated in vacuo, and purified by flash chromatography (5% methanol/methylene chloride) to afford 645 mg of the title product as a tan oil (72%). ¹ H NMR (250 MHz, CDCl₃) 6 7.7 (d, 1H, J=2.0 Hz); 7.25 (d, 1H, J=2.0 Hz); 4.2 (s, 2H); 1.7 (bs, 2H).

References:

Pfizer Inc. US5939398, 1999, A