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Ammonia → N-(2,4,6-tribromophenyl)glycinamide

HRID 223281
Notes
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Reaction equation

HRID 223281 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[C:4]([Br:9])[C:3]=1NCC(OCC)=O.C1([NH:23][CH2:24][C:25](OCC)=[O:26])C=CC=CC=1.BrBr.[NH3:32]>O.C(O)(=O)C.C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([Br:9])[CH:5]=[C:6]([Br:8])[C:7]=1[NH:32][C:25](=[O:26])[CH2:24][NH2:23]
ParticipantsProcedureSources & evidenceReaction notes

Participants

8

Reactant 4

HCID 222AmmoniaHCID 24408BromineHCID 75190N-Phenylglycine ethyl esterHCID 12659467ethyl N-(2,4,6-tribromophenyl)glycinate2×

Product 1

HCID 28992175N-(2,4,6-tribromophenyl)glycinamide

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolvent

Procedure

The ester required for Id, ethyl N-(2,4,6-tribromophenyl)glycinate (IV), was prepared by the reaction of ethyl N-phenylglycinate with bromine in a mixture of water and acetic acid. IV reacted with ammonia in ethanol solution to form N-(2,4,6-tribromophenyl)glycinamide (V).

Sources & evidence

ORD record
ord-12a572969296471cbfd69e364352926a
Source dataset
uspto-grants-1982_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04352930

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes
HCID 702
Ethanol
Solvent
HCID 962WaterSolvent