{[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 1743840Notes

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]

Participants

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

customthe solution was evaporated in vacuo
customwas removed
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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