Potassium Carbonate → HCID 86679497, compound

HRID 1776541Notes

Reaction equation

HRID 1776541 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])=[CH:5][C:4]=1[NH:19][S:20]([CH3:23])(=[O:22])=[O:21].Br[CH2:25][C:26]([NH2:28])=[O:27].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[NH2:28][C:26](=[O:27])[CH2:25][N:19]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][C:3]=1[O:2][CH3:1])[C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])[S:20]([CH3:23])(=[O:22])=[O:21]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 696322-BromoacetamideHCID 86679496HCID 86679496, compound

Product 1

HCID 86679497HCID 86679497, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Benzyl 4-methoxy-3-(methylsulfonamido)benzoate (200 mg, 0.596 mmol) was dissolved in DMF (2 ml). 2-bromoacetamide (247 mg, 1.789 mmol) and K2CO3 (165 mg, 1.193 mmol) were added, and the reaction was stirred at RT overnight. The reaction mixture was diluted with water and filtered. The precipitate was washed with water and dried in the vacuum oven to give benzyl 3-(N-(2-amino-2-oxoethyl)methylsulfonamido)-4-methoxybenzoate (220 mg, 94% yield).

Workup

  1. filtrationfiltered
  2. washThe precipitate was washed with water
  3. customdried in the vacuum oven

Sources & evidence

ORD record
ord-6eea3b353b88478cb6e8c8b01b8275a8
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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