N-methyl-2-pyrrolidone → Phthalic Anhydride

HRID 1769214Notes

Reaction equation

HRID 1769214 reaction equation
CN1C(=O)CCC1.[OH-].[Na+].Cl[C:11]1[CH:12]=[C:13]([C:20]([O-:22])=[O:21])[C:14](=[CH:18][CH:19]=1)[C:15]([OH:17])=O.[Na+]>[Ti].O>[C:20]1(=[O:21])[O:22][C:15](=[O:17])[C:14]2=[CH:18][CH:19]=[CH:11][CH:12]=[C:13]12

Participants

6

Reactant 3

HCID 13387N-methyl-2-pyrrolidoneHCID 14798Sodium HydroxideHCID 272424456047-23-5

Product 1

HCID 6811Phthalic Anhydride

Reagents, catalysts & solvents 2

HCID 23963TitaniumCatalystHCID 962WaterSolvent2×

Conditions

Temperature
250 °C

Procedure

A titanium-lined autoclave was charged with 108 g of a poly(phenylene sulfide) (melt viscosity: 2800 poises) produced by Kureha Chemical Industry Co., Ltd., 500 g of NMP, 7 g of sodium hydroxide, 8.43 g (0.05 mole as S content) of hydrated sodium sulfide and 8.8 g of water. After the autoclave being purged with nitrogen gas, the contents were gradually heated up to 250° C. to react them for 30 minutes, thereby depolymerizing the poly(phenylene sulfide). Thereafter, the contents were cooled to room temperature. Then, 17.8 g (0.08 mole) of sodium hydrogen 4-chlorophthalate and 48.6 g of water were added to the autoclave, and the contents were heated up to 255° C. to react them for 2 hours.

Workup

  1. customproduced by Kureha Chemical Industry Co
  2. customAfter the autoclave being purged with nitrogen gas
  3. customto react them for 30 minutes
  4. temperatureThereafter, the contents were cooled to room temperature
  5. temperaturethe contents were heated up to 255° C.
  6. customto react them for 2 hours

Sources & evidence

ORD record
ord-d7a85ea8ae024aa38b42ae7e87dc0aad
Source dataset
uspto-grants-1995_01
Patent number
US05380819

Reaction notes

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