Hydrochloric Acid → HCID 58490215, compound
Reaction equation
Cl.[OH:2][CH2:3][CH2:4][C:5](=[NH:9])OCC.C(O)(=O)C.[CH:14]([NH2:16])=[NH:15].O.NN.[N:20]([O-])=O.[Na+].Cl>O>[N:15]1[CH:14]=[N:16][N:9]=[C:5]([CH2:4][CH2:3][OH:2])[N:20]=1Participants
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Cl.[OH:2][CH2:3][CH2:4][C:5](=[NH:9])OCC.C(O)(=O)C.[CH:14]([NH2:16])=[NH:15].O.NN.[N:20]([O-])=O.[Na+].Cl>O>[N:15]1[CH:14]=[N:16][N:9]=[C:5]([CH2:4][CH2:3][OH:2])[N:20]=1To a mixture of ethyl 3-hydroxypropanimidate hydrochloride (1 mmol, 153 mg) and formamidine acetate (5 mmol, 521 mg) was added hydrazine hydrate (1 mL) under an atmosphere of argon. After stirring at room temperature for 2 hours, the mixture was diluted with water (10 mL) and sodium nitrite (12.5 mmol, 0.86 g) was added. To this solution was added 2% aqueous HCl dropwise on an ice bath until the now pink solution reached a pH of 3. The aqueous solution was extracted with methylene chloride (5×25 mL), dried with magnesium sulfate, the solvent was removed by rotary evaporation, and then dried under vacuum to afford the product, 2-(1,2,4,5-tetrazin-3-yl)ethanol (28 mg, 22%), as a pink oil. LRMS-ESI [M+H]+ calcd. for C4H7N4O+: 127.06, found: 126.7.
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