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

HRID 1605587Notes

Reaction equation

HRID 1605587 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-206f8bd3111b492dbf75021b069bef5c
Source dataset
uspto-grants-1976_04
Patent number
US03950393

Reaction notes

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