2,2-Dimethyl-1,3-dioxane-4,6-dione → HCID 118324010, compound

HRID 1778253Notes

Reaction equation

HRID 1778253 reaction equation
[Br:1][C:2]1[CH:8]=[C:7]([C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].CC1(C)[O:24][C:23](=O)[CH2:22][C:21](=[O:26])[O:20]1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:8]=[C:7]([C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[O:10])[CH:6]=[CH:5][C:3]=1[NH:4][C:23]([CH2:22][C:21]([OH:26])=[O:20])=[O:24]

Participants

4

Reactant 2

HCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 64194249HCID 64194249, compound

Product 1

HCID 118324010HCID 118324010, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
88 °C

Procedure

Into a 1-mL round-bottom flask, was placed a solution of 2-bromo-4-[(4-chlorophenyl)carbonyl]aniline (28.62 g, 92.15 mmol, 1.00 equip) in toluene (400 mL), and 2,2-dimethyl-1,3-dioxane-4,6-dione (25.92 g, 179.84 mmol, 2.00 equip). The resulting solution was stirred overnight at 88° C. The solution was cooled to room temperature and the solids were collected by filtration to yield 2-([2-bromo-4-[(4-chlorophenyl)carbonyl]phenyl]carbamoyl)acetic acid as a yellow solid. LCMS (ES, m/z) 396 [M+H]+

Workup

  1. customInto a 1-mL round-bottom flask, was placed
  2. temperatureThe solution was cooled to room temperature
  3. filtrationthe solids were collected by filtration

Sources & evidence

ORD record
ord-b8b5910847254ae8b5daa4d55fa38c89
Source dataset
uspto-grants-2016_02
Patent number
US09266835B2

Reaction notes

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