Ammonia → Carbamimidoyl-nitroso-acetic acid ethyl ester

反応式

[NH3:1].C(O)C.Cl.[CH2:6]([O:8][C:9]([CH2:11][C:12](=[NH:16])OCC)=[O:10])[CH3:7].[N:17]([O-:19])=O.[Na+].O.Cl>>[CH2:6]([O:8][C:9](=[O:10])[CH:11]([C:12](=[NH:16])[NH2:1])[N:17]=[O:19])[CH3:7]

参加物

反応物 6

HCID 222Ammonia

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 962Water

HCID 75345Ethyl 3-ethoxy-3-iminopropionate hydrochloride

HCID 23668193Sodium Nitrite

生成物 1

HCID 12439904Carbamimidoyl-nitroso-acetic acid ethyl ester

実験手順

To a solution of 2M ammonia in Ethanol (152 ml, 0.304 mmol) at 0° C. to 5° C., ethyl ethoxycarbonylacetimidate HCl (25 g, 0.127 mmol) was added over 30 minutes. The reaction was stirred vigorously at this temperature for 3 hours, after which a solution of sodium nitrite in water (9.63 g, 0.139 mmol) was added in a single portion. The pH of the mixture was adjusted to pH6 with the addition of 5N HCl. The reaction mixture was left to stir at RT overnight. The yellow precipitate formed was filtered under vacuum, washed with water and dried to give the title compound;