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ChemicalBook CAS DataBase List 5-(1-ethylpropyl)-1,3,4-thiadiazol-2-amine(SALTDATA: FREE)

5-(1-ethylpropyl)-1,3,4-thiadiazol-2-amine(SALTDATA: FREE) synthesis

2synthesis methods
-

Yield:229003-14-9 51%

Reaction Conditions:

with sulfuric acid at 85; for 7 h;

Steps:

A.A6

A6. General Method for the Synthesis of 2-Aminothiadiazoles; 2-Amino-5-(1-(1-ethyl)propyl)thiadiazine; To concentrated sulfuric acid (9.1 mm) was slowly added 2-ethylbutyric acid (10.0 g, 86 mmol, 1.2 equiv). To this mixture was slowly added thiosemicarbazide (6.56 g, 72 mmol, 1 equiv). The reaction mixture was heated at 85° C. for 7 h, then cooled to room temperature, and treated with a concentrated NH4OH solution until basic. The resulting solids were filtered to afford 2-amino-5-(1-(1-ethyl)propyl)thiadiazine product was isolated via vacuum filtration as a beige solid (6.3 g, 51%): mp 155-158° C.; TLC (5% MeOH/95% CHCl3) Rf 0.14; 1H-NMR (DMSO-d6) δ 0.80 (t, J=7.35 Hz, 6H), 1.42-1.60 (m, 2H), 1.59-1.71 (m, 2H), 2.65-2.74 (m, 1H), 7.00 (br s, 2H); HPLC ES-MS m/z 172 ((M+H)+).

References:

US2007/244120,2007,A1 Location in patent:Page/Page column 15