Hydrochloric Acid → HCID 86631462, compound

HRID 2043580Notes

Reaction equation

HRID 2043580 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[Ba:12].Cl.[OH2:14]>>[NH2:7][C:8]1[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][C:4]=1[CH2:5][C:6]([O-:11])=[O:14].[NH2:7][C:8]1[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][C:4]=1[CH2:5][C:6]([O-:11])=[O:14].[Ba+2:12]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 1528015-ChlorooxindoleHCID 5355457Barium

Product 1

HCID 86631462HCID 86631462, compound

Conditions

Temperature
0 °C

Procedure

To a suspension of 5-chloro-1,3-dihydro-2H-indol-2-one x32 (30 g, 1 eq, 0.1754 mol) in water (240 ml), is added barium hydroxyde (75.15 g, 2.5 eq, 0.4385 mol) at room temperature. The resulting suspension is heated at reflux for 17 hours, cooled to 0° C. and a 6 N hydrochloric acid solution (113 ml) is added (until pH 8). The resulting solution is heated at reflux for 30 minutes, cooled to 70° C. in 2 hours and then to 50° C. for 15 hours. The resulting suspension is progressively cooled to 0° C. and the solid collected by filtration. Subsequent washing of the solid by water (2×90 ml) and drying in vacuum oven (70° C.) furnished barium bis[(2-amino-5-chlorophenyl)acetate] x33 as a colorless powder (yield: 73%).

Workup

  1. temperatureThe resulting suspension is heated
  2. temperatureat reflux for 17 hours
  3. temperatureThe resulting solution is heated
  4. temperatureat reflux for 30 minutes
  5. temperaturecooled to 70° C. in 2 hours
  6. temperatureThe resulting suspension is progressively cooled to 0° C.
  7. filtrationthe solid collected by filtration
  8. washSubsequent washing of the solid by water (2×90 ml)
  9. customdrying in vacuum oven (70° C.)

Sources & evidence

ORD record
ord-1f0a62e049f34d948ffa13386d565ea6
Source dataset
uspto-grants-2013_11
Patent number
US08586623B2

Reaction notes

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