Hydrochloric Acid → Ethyl 3-hydrazino-2,5-dioxopyrrolidine-3-carboxylate monohydrochloride

HRID 557474Notes

Reaction equation

HRID 557474 reaction equation
C(OC([N:8]([C:17]1([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:21][C:20](=[O:22])[NH:19][C:18]1=[O:23])[NH:9]C(OC(C)(C)C)=O)=O)(C)(C)C.[ClH:29]>C(OCC)(=O)C>[ClH:29].[NH:8]([C:17]1([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:21][C:20](=[O:22])[NH:19][C:18]1=[O:23])[NH2:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67342586ethyl 3-[N,N'-bis(tert-butyloxycarbonyl)hydrazino]-2,5-dioxopyrrolidine-3-carboxylate

Product 1

HCID 66992526Ethyl 3-hydrazino-2,5-dioxopyrrolidine-3-carboxylate monohydrochlorideYield 76%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of ethyl 3-[N,N′-bis(tert-butyloxycarbonyl)hydrazino]-2,5-dioxopyrrolidine-3-carboxy late (5.77 g) in ethyl acetate (20 ml) was added a solution of 4M hydrogen chloride in ethyl acetate (25 ml) and the mixture was stirred at room temperature for 24 hours. The resulting precipitates were collected by filtering and washed with ethyl acetate to give the desired product (3.02 g, 76%) as powder. The desired product was identified to be a monohydrochloride salt thereof by the results of elementary analysis and X-ray crystallographic analysis.

Workup

  1. customThe resulting precipitates
  2. customwere collected
  3. filtrationby filtering
  4. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-845c1f69455b4b2d88effd57c7c2bf9b
Source dataset
uspto-grants-2011_11
Patent number
US08058456B2

Reaction notes

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