Isatoic Anhydride → HCID 15389372, compound

HRID 1068846Notes

Reaction equation

HRID 1068846 reaction equation
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6]C(=O)[O:4][C:2]2=O.[NH2:13][CH:14]([CH2:17][CH3:18])[CH2:15][OH:16]>O1CCCC1>[NH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:1]=1[C:2]([NH:13][CH:14]([CH2:17][CH3:18])[CH2:15][OH:16])=[O:4]

Participants

4

Reactant 2

HCID 8359Isatoic AnhydrideHCID 221292-Amino-1-butanol

Product 1

HCID 15389372HCID 15389372, compoundYield 82.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10.0 g (61 mmol) of isatoic anhydride and 11 g (123.6 mmol) of 2-amino-1-butanol in 200 ml of tetrahydrofuran were heated under reflux for 8 hours. The tetrahydrofuran was then removed under reduced pressure and the resulting residue was distributed between 2M aqueous sodium hydroxide solution and ethyl acetate. The ethyl acetate phase was dried and concentrated under reduced pressure. 10.5 g (82%) of the product were obtained.

Workup

  1. temperatureunder reflux for 8 hours
  2. customThe tetrahydrofuran was then removed under reduced pressure
  3. dry with materialThe ethyl acetate phase was dried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-da24e3663c0941608795a136e706d667
Source dataset
uspto-grants-2001_06
Patent number
US06251917B1

Reaction notes

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