Hydrochloric Acid → Benzoic acid, 4-amino-3-bromo-5-((cyclohexylethylamino)methyl)-, hydrochloride

HRID 371863Notes

Reaction equation

HRID 371863 reaction equation
[CH2:1]([N:3]([CH2:10][C:11]1[CH:16]=[C:15]([C:17]([O:19]CC)=[O:18])[CH:14]=[C:13]([Br:22])[C:12]=1[NH2:23])[CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[CH3:2].[ClH:24]>>[ClH:24].[CH2:1]([N:3]([CH2:10][C:11]1[CH:16]=[C:15]([C:17]([OH:19])=[O:18])[CH:14]=[C:13]([Br:22])[C:12]=1[NH2:23])[CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[CH3:2]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 20351846HCID 20351846, compound

Product 1

HCID 3043340Benzoic acid, 4-amino-3-bromo-5-((cyclohexylethylamino)methyl)-, hydrochloride

Procedure

13 gm of N-ethyl-2-amino-3-bromo-5-carbethoxy-N-cyclohexyl-benzylamine were boiled with 100 ml of 6 N hydrochloric acid for 1 hour. Subsequently, the supernatant liquid was decanted from the oily phase which had formed at the bottom, and the solution was evaporated to dryness. The residue was recrystallized from methanol, yielding N-ethyl-2-amino-3-bromo-5-carboxy-N-cyclohexyl-benzylamine hydrochloride, m.p. 227-229° C.

Workup

  1. customSubsequently, the supernatant liquid was decanted from the oily phase which
  2. customhad formed at the bottom, and the solution
  3. customwas evaporated to dryness
  4. customThe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-93fb38020cc348f79021df669a9dc07a
Source dataset
uspto-grants-1978_05
Patent number
USRE029628

Reaction notes

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