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

HRID 435836Notes

Reaction equation

HRID 435836 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-2afc5916978e4de9a6bda71519a1a0a2
Source dataset
uspto-grants-1977_02
Patent number
US04006246

Reaction notes

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