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

HRID 1675933Notes

Reaction equation

HRID 1675933 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 the compound of Example 4 (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-4abeea4c90764d6fbc2789a5e391c586
Source dataset
uspto-grants-2011_08
Patent number
US08003808B2

Reaction notes

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