Hydrochloric Acid → HCID 20562573, compound

HRID 1155097Notes

Reaction equation

HRID 1155097 reaction equation
C([N:4]1[CH:11]2[CH2:12][N:7]([C:8]3[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:9]=3[CH2:10]2)[CH2:6][CH2:5]1)(=O)C.[ClH:20]>>[ClH:20].[N+:17]([C:15]1[CH:14]=[CH:13][C:9]2[CH2:10][CH:11]3[CH2:12][N:7]([C:8]=2[CH:16]=1)[CH2:6][CH2:5][NH:4]3)([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 12764429HCID 12764429, compound

Product 1

HCID 20562573HCID 20562573, compound

Procedure

A mixture of 4-acetyl-9-nitro-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine (37.5 g.) and concentrated hydrochloric acid (200 ml.) was heated for four hours on a steam bath, then concentrated. The solid residue was slurried with ethanol (100 ml.) and filtered affording 9-nitro-3,4,5,6-tetrahydro-2H-1,5-methano-1,4-benzodiazocine hydrochloride (30 g., m.r. 255°-260° C.), the hydrochloride salt of the compound of Formula III wherein Q* is hydrogen. The salt was converted with dilute aqueous sodium hydroxide into the free base, a syrupy brown oil (17.5 g.).

Workup

  1. temperaturewas heated for four hours on a steam bath
  2. concentrationconcentrated
  3. filtrationfiltered

Sources & evidence

ORD record
ord-cc970734442f4be8b545491db59a89c0
Source dataset
uspto-grants-1981_11
Patent number
US04299830

Reaction notes

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