Isatoic Anhydride → HCID 7064003, compound

HRID 1362854Notes

Reaction equation

HRID 1362854 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.C(N(CC)CC)C.Cl.[F:21][C:22]([F:26])([F:25])[CH2:23][NH2:24]>O>[NH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:1]=1[C:2]([NH:24][CH2:23][C:22]([F:26])([F:25])[F:21])=[O:4]

Participants

5

Reactant 3

HCID 8359Isatoic AnhydrideHCID 8471TriethylamineHCID 97722,2,2-Trifluoroethylamine hydrochloride

Product 1

HCID 7064003HCID 7064003, compoundYield 52.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A round-bottomed flask was charged with isatoic anhydride (5.0 g, 0.030 mol), 15 mL water, and triethylamine (4.69 mL, 0.033 mol). (2,2,2-trifluoroethyl)amine hydrochloride (4.98 g, 0.036 mol) was added slowly to the reaction mixture. After 16 h, the reaction mixture was concentrated to dryness. The crude product was purified silica gel column (EtOAc/Hexanes) to afford the title compound as a white solid (3.42 g, 51%): Mass (M+H)+=120, 219.

Workup

  1. concentrationthe reaction mixture was concentrated to dryness
  2. customThe crude product was purified silica gel column (EtOAc/Hexanes)

Sources & evidence

ORD record
ord-348905c3827c44789002dc3518cb9a5b
Source dataset
uspto-grants-2011_02
Patent number
US07884098B2

Reaction notes

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