Hydrochloric Acid → HCID 22242710, compound

HRID 231971Notes

Reaction equation

HRID 231971 reaction equation
[N+:1]([C:4]1[CH:30]=[CH:29][C:7]([CH2:8][O:9][C:10]([NH:12][CH2:13][CH2:14][NH:15]C(OCC2C=CC([N+]([O-])=O)=CC=2)=O)=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[ClH:31]>C(O)(=O)C>[ClH:31].[NH2:15][CH2:14][CH2:13][NH:12][C:10](=[O:11])[O:9][CH2:8][C:7]1[CH:29]=[CH:30][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20031853HCID 20031853, compound

Product 1

HCID 22242710HCID 22242710, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 355 mg of 1,2-di(4-nitrobenzyloxycarbonylamino)ethane, 4 ml of acetic acid and 0.5 ml of 11M-hydrochloric acid was heated under reflux for 2.5 hours, and then lyophilised in vacuo. The solid residue was partitioned between ethyl acetate and water, and the insoluble material removed by filtration. The aqueous layer was separated and washed with ethyl acetate and then lyophilised to afford 139 mg of an off-white solid. Recrystallisation from ethanol afforded 100 mg of the title compound, m.p. 170°-171° C. dec.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2.5 hours
  3. customThe solid residue was partitioned between ethyl acetate and water
  4. customthe insoluble material removed by filtration
  5. customThe aqueous layer was separated
  6. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-149796faa8be43869518804fc4911dfe
Source dataset
uspto-grants-1989_07
Patent number
US04849419

Reaction notes

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