Hydrochloric Acid → N-(3-Aminophenyl)-2-(3-nitrophenyl)acetamide Hydrochloride

HRID 541832Notes

Reaction equation

HRID 541832 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][C:11]([NH:13][C:14]2[CH:15]=[C:16]([NH:20]C(=O)OC(C)(C)C)[CH:17]=[CH:18][CH:19]=2)=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[ClH:28]>O1CCOCC1>[ClH:28].[NH2:20][C:16]1[CH:15]=[C:14]([NH:13][C:11](=[O:12])[CH2:10][C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57962249HCID 57962249, compound

Product 1

HCID 66881204N-(3-Aminophenyl)-2-(3-nitrophenyl)acetamide HydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Into the reaction was added tert-butyl (3-{[(3-nitrophenyl)acetyl]amino}phenyl)carbamate (0.46 g, 1.2 mmol) and 4.0 M of hydrogen chloride in 1,4-dioxane (3 mL). The mixture was stirred at rt for 2 h. The solvent was removed under vacuum to give the desired product (0.34 g, 100%) as a white powder. LCMS for C14H13N3O3 (M+H)+: m/z=272.0.

Workup

  1. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-d77ab24d35e0448ba8bd1d1d0e459274
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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