Dichloromethane → Dimethyl-2-(4-bromobenzoylamino)malonate

HRID 659964Notes

Reaction equation

HRID 659964 reaction equation
Cl.[NH2:2][CH:3]([C:8]([O:10][CH3:11])=[O:9])[C:4]([O:6][CH3:7])=[O:5].ClCCl.[Br:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1>O>[CH3:7][O:6][C:4](=[O:5])[CH:3]([NH:2][C:20](=[O:21])[C:19]1[CH:23]=[CH:24][C:16]([Br:15])=[CH:17][CH:18]=1)[C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 685154-Bromobenzoyl chlorideHCID 2734846Dimethyl 2-aminomalonate hydrochloride

Product 1

HCID 59232571Dimethyl-2-(4-bromobenzoylamino)malonate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of dimethyl aminomalonate hydrochloride (1.83 g, 10 mmol) in dichloromethane (30 mL) triethylamine (3 mL, 22 mmol) will be added at 0° C. 4-bromobenzoyl chloride (2.19 g, 10 mmol) will be slowly added the resulting solution will be allowed to stand at room temperature overnight. Water will be added and the organic layer will be separated and dried over anhydrous MgSO4. The evaporation of solvent will result in Int P.

Workup

  1. customthe organic layer will be separated
  2. dry with materialdried over anhydrous MgSO4
  3. customThe evaporation of solvent
  4. customwill result in Int P

Sources & evidence

ORD record
ord-eda6f84d178f45cb8831c2d37ee43079
Source dataset
uspto-grants-2011_12
Patent number
US08084451B2

Reaction notes

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