Phthalic Anhydride → HCID 86711603, compound

HRID 524352Notes

Reaction equation

HRID 524352 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([S:10][CH3:11])[CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].[C:12]1(=O)[O:17][C:15](=[O:16])[C:14]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:13]12>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:9]=[C:8]([S:10][CH3:11])[CH:7]=[CH:6][C:3]=1[CH2:4][N:5]1[C:15](=[O:16])[C:14]2[C:13](=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:12]1=[O:17]

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 84050180HCID 84050180, compound

Product 1

HCID 86711603HCID 86711603, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2-fluoro-4-methylsulfanyl-benzylamine (preparation 34a, 10.0 g, 52.6 mmol) and phthalic anhydride (7.94 g, 52.6 mmol) in toluene (510 mL) is heated at reflux over night. All volatiles are removed under reduced pressure, and the residue is recrystallized from hot ethanol. Yield: 9.2 g (55% of theory); ESI mass spectrum: [M+Na]+=302; Retention time HPLC: 0.67 min (X012_S01).

Workup

  1. temperatureis heated
  2. temperatureat reflux over night
  3. customAll volatiles are removed under reduced pressure
  4. customthe residue is recrystallized from hot ethanol
  5. custom0.67 min (X012_S01)

Sources & evidence

ORD record
ord-4c1b831a3ccd48f2820d33cb363579b9
Source dataset
uspto-grants-2016_05
Patent number
US09340507B2

Reaction notes

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