Hydrochloric Acid → HCID 178459863, compound
Reaction equation
[CH2:1]([O:4][C:5](=[O:10])[NH:6][CH2:7][C:8]#[N:9])[CH:2]=[CH2:3].[OH-:11].[Na+].S(O)(O)(=O)=O.[NH2:18]O.Cl>CO.O>[CH2:1]([O:4][C:5](=[O:10])[NH:6][CH2:7][C:8](=[NH:18])[NH:9][OH:11])[CH:2]=[CH2:3]Participants
7
Conditions
- Temperature
- 20 °C
Procedure
To a solution of 140 g of cyanomethyl-carbamic acid allyl ester in 1 l of methanol were added over 15 min a solution of 40.0 g of sodium hydroxide and 82.1 g of hydroxylamine sulfate in 200 ml of water, the reaction mixture being cooled in an ice-bath. The mixture was stirred at 20° C. for 16 h and then, the pH of the suspension was adjusted to 7.0 by the addition of concentrated hydrochloric acid. The solids were removed by filtration and the mother liquor was evaporated in vacuo. The solid residue was recrystallized from ethyl acetate to yield 143.1 g of N-hydroxycarbamimidoylmethyl-carbamic acid allyl ester as white crystals, m.p. 91°-92° C.
Workup
- temperaturethe reaction mixture being cooled in an ice-bath
- customThe solids were removed by filtration
- customthe mother liquor was evaporated in vacuo
- customThe solid residue was recrystallized from ethyl acetate
Sources & evidence
- ORD record
- ord-3459b83c0dd64240a5cafa0310af6868
- Source dataset
- uspto-grants-1997_01
- Patent number
- US05594135
Reaction notes
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