Hydrogen Bromide → HCID 20385545, compound

HRID 971773Notes

Reaction equation

HRID 971773 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]2[CH2:14][CH2:13][N:12](C(OCC)=O)[CH2:11][CH2:10]2)=[C:4]([N+:20]([O-:22])=[O:21])[CH:3]=1.[BrH:23]>O>[BrH:23].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[C:4]([N+:20]([O-:22])=[O:21])[CH:3]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 104608Ethyl 4-((4-chloro-2-nitrophenyl)amino)piperidine-1-carboxylate

Product 1

HCID 20385545HCID 20385545, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 84 parts of ethyl 4-[(4-chloro-2-nitrophenyl)amino]-1-piperidinecarboxylate and 750 parts of a hydrobromic acid solution 48% in water is stirred and refluxed for 4 hours. The precipitated product is filtered off, washed with water and petroleum-ether, and dried, yielding 71 parts (81%) of N-(4-chloro-2-nitrophenyl)-4-piperidinamine hydrobromide; mp. 275° C.

Workup

  1. temperaturerefluxed for 4 hours
  2. filtrationThe precipitated product is filtered off
  3. washwashed with water and petroleum-ether
  4. customdried

Sources & evidence

ORD record
ord-0c557c6c155f46a7abea0d70a2fdadec
Source dataset
uspto-grants-1979_07
Patent number
US04160836

Reaction notes

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