Acetic Anhydride → HCID 22076403, compound

HRID 2396044Notes

Reaction equation

HRID 2396044 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][C:5]([NH:6][C:7]2[CH:8]=[C:9]([C:24]([OH:26])=O)[C:10](=[CH:14][C:15]=2[NH:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[C:11]([OH:13])=[O:12])=[CH:4][CH:3]=1.C(OC(=O)C)(=O)C>C1(C)C=CC=CC=1>[F:23][C:20]1[CH:21]=[CH:22][C:17]([NH:16][C:15]2[CH:14]=[C:10]3[C:11](=[O:13])[O:12][C:24](=[O:26])[C:9]3=[CH:8][C:7]=2[NH:6][C:5]2[CH:27]=[CH:28][C:2]([F:1])=[CH:3][CH:4]=2)=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 22918423HCID 22918423, compound

Product 1

HCID 22076403HCID 22076403, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A steady stream of argon is passed through a suspension of 4.49 g (11.68 mmol) of 4,5-bis(4-fluoroanilino)phthalic acid in 75 ml of toluene and 3.32 ml (35.12 mmol, 3 eq) of acetic anhydride is added. The reaction mixture is heated to 60°-65° for 90 minutes with vigorous stirring. The reaction mixture is cooled to 10° for 15 minutes, theyellow orange crystals are filtered off and washed with toluene/hexane to yield the title compound in the form of yellow orange crystals, FAB-MS: 367 [M+ +H].

Workup

  1. additionis added
  2. temperatureThe reaction mixture is heated to 60°-65° for 90 minutes with vigorous stirring
  3. temperatureThe reaction mixture is cooled to 10° for 15 minutes
  4. filtrationtheyellow orange crystals are filtered off
  5. washwashed with toluene/hexane

Sources & evidence

ORD record
ord-bff1a6ae37584958b651d940696671e6
Source dataset
uspto-grants-1996_02
Patent number
US05491144

Reaction notes

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