Acetic Acid Mixture with Hydrobromic Acid → 3-(3-methylphenoxy)-N1-(2-nitrophenyl)-1,2-propanediamine hydrobromide

HRID 12417Notes

Reaction equation

HRID 12417 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:30]=[CH:31][CH:32]=1)[O:5][CH2:6][CH:7]([NH:19]C(=O)OCC1C=CC=CC=1)[CH2:8][NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-:18])=[O:17].[BrH:33].C(O)(=O)C>ClCCl>[BrH:33].[CH3:1][C:2]1[CH:3]=[C:4]([CH:30]=[CH:31][CH:32]=1)[O:5][CH2:6][CH:7]([NH2:19])[CH2:8][NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-:18])=[O:17]

Participants

4

Reactant 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 68698461Benzyl 2-(3-methylphenoxy)-1-[(2-nitroanilino)methyl]ethylcarbamate

Product 1

HCID 686969873-(3-methylphenoxy)-N1-(2-nitrophenyl)-1,2-propanediamine hydrobromide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To the compound obtained in Step 2 were added 30% hydrobromide/acetic acid (1 ml) and dichloromethane (2 ml), and the mixture was stirred at 0° C. for 2 hrs. The mixture was diluted with dichloromethane, and washed with saturated aqueous sodium hydrogen carbonate. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated to give the title compound as a crude product.

Workup

  1. washwashed with saturated aqueous sodium hydrogen carbonate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-3d3cb8533ec6479193672c26c1ce3bd8
Source dataset
uspto-grants-2010_06
Patent number
US07728005B2

Reaction notes

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