Isopropylamine → HCID 21899882, compound

HRID 719575Notes

Reaction equation

HRID 719575 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[CH3:5][S:6]([O:9][C:10]1[CH:20]=[CH:19][CH:18]=[C:12]2[C:13]([O:15][C:16](=[O:17])[C:11]=12)=[O:14])(=[O:8])=[O:7]>C(#N)C>[CH:1]([NH:4][C:16](=[O:17])[C:11]1[C:12](=[CH:18][CH:19]=[CH:20][C:10]=1[O:9][S:6]([CH3:5])(=[O:8])=[O:7])[C:13]([OH:15])=[O:14])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 85906473HCID 85906473, compound

Product 1

HCID 21899882HCID 21899882, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Isopropylamine (0.78 g) was added to an acetonitrile solution (10 mL) of 3-methanesulfonyloxyphthalic anhydride (1.60 g) under ice cooling and the mixture was further stirred at room temperature for 8 hours. After finishing the reaction, the solvent and the excess of isopropylamine were distilled off under reduced pressure and the obtained crude product was washed with a small amount of acetonitrile to obtain N-isopropyl-3-methanesulfonyloxyphthalamic acid (1.80 g) having the melting point of 56–59° C.

Workup

  1. customthe reaction
  2. distillationthe solvent and the excess of isopropylamine were distilled off under reduced pressure
  3. customthe obtained crude product
  4. washwas washed with a small amount of acetonitrile

Sources & evidence

ORD record
ord-287ecd6584244d1595c6ab81ce238d91
Source dataset
uspto-grants-2006_11
Patent number
US07132455B2

Reaction notes

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