Hydroxyamine hydrochloride → HCID 135980741, compound

Reaction equation

[C:1]([C:3](=[N:7][O:8][CH3:9])[C:4](N)=[O:5])#[N:2].C(=O)(O)[O-:11].[Na+].Cl.[NH2:16][OH:17]>O>[C:4]([C:3](=[N:7][O:8][CH3:9])[C:1](=[N:16][OH:17])[NH2:2])([OH:11])=[O:5]

Participants

Procedure

To a suspension of 2-cyano-2-methoxyimino-acetamide (24.4 g, 0.19 mol) and sodium bicarbonate (32.2 g, 0.38 mol) in water, hydroxylamine hydrochloride (13.3 g, 0.19 mol) in water (18.4 g) was added dropwise at 80° to 85° C. The mixture was stirred at the same temperature for 3 hrs. Then, the reaction solution was concentrated followed by adjusting to pH 2.0 with concentrated hydrochloric acid and then cooling to separate crystals. The crystals were filtered off, washed with methanol (20 g) and dried to give 2-carboxy-2-methoxyimino-acetamidoxime (27.1 g). The crystal contained 14.8% of sodium chloride. Practical yield: 27.1×0.852=23.1 g. Yield: 74.8%.