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{[2-(2-Chloro-6-nitro-phenyl)-ethyl]-methyl-amino}-acetic Acid Ethyl Ester → {[2-(2-chloro-6-nitro-phenyl)-ethyl]-methyl-amino}-acetic Acid

HRID 1743840
Notes
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Reaction equation

HRID 1743840 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][N:6]([CH2:8][CH2:9][C:10]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][CH:13]=[CH:12][C:11]=1[Cl:19])[CH3:7])C>Br.C(#N)C>[Cl:19][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([N+:16]([O-:18])=[O:17])[C:10]=1[CH2:9][CH2:8][N:6]([CH2:5][C:4]([OH:20])=[O:3])[CH3:7]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 69549902{[2-(2-Chloro-6-nitro-phenyl)-ethyl]-methyl-amino}-acetic Acid Ethyl Ester

Product 1

HCID 22236602{[2-(2-chloro-6-nitro-phenyl)-ethyl]-methyl-amino}-acetic Acid

Reagents, catalysts & solvents 2

HCID 260Hydrogen BromideSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

{[2-(2-chloro-6-nitro-phenyl)-ethyl]-methyl-amino}-acetic acid ethyl ester (11.0 g, 0.0365 mole) dissolved in concentrated hydrobromic acid (48 wt. % in water, 200 mL) was allowed to stir at 70° C. overnight and then reduced to a small volume in vacuo. The residue oil was taken up in acetonitrile and the solution was evaporated in vacuo. This procedure was repeated until the water was removed and a crystalline residue remained. This material was used in the next step without further purification.

Workup

  1. customthe solution was evaporated in vacuo
  2. customwas removed
  3. customThis material was used in the next step without further purification

Sources & evidence

ORD record
ord-d37499c39175480b8bfb307f0675b683
Source dataset
uspto-grants-2006_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07012089B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes