Dimethylformamide dimethyl acetal → HCID 178498330, compound

HRID 1966773Notes

Reaction equation

HRID 1966773 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[C:5](=[CH:9][CH:10]=[C:11]([F:13])[CH:12]=1)[C:6]([NH2:8])=[O:7].CO[CH:17](OC)[N:18]([CH3:20])[CH3:19]>>[CH3:1][O:2][C:3](=[O:14])[C:4]1[C:5](=[CH:9][CH:10]=[C:11]([F:13])[CH:12]=1)[C:6](/[N:8]=[CH:17]/[N:18]([CH3:20])[CH3:19])=[O:7]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 58541961HCID 58541961, compound

Product 1

HCID 178498330HCID 178498330, compound

Procedure

A solution of 5-fluoro-phthalamic acid methyl ester plus regioisomer (2.24 g, 11.36 mmol) in N,N-dimethylformamide dimethyl acetal (10 mL) is heated at 110° C. for 3 hours. The reaction mixture is allowed to cool to room temperature and is concentrated under reduced pressure to afford crude N-[1-dimethylamino-meth-(E)-ylidene]-5-fluoro-phthalamic acid methyl ester plus regioisomer (2.9 g).

Workup

  1. concentrationis concentrated under reduced pressure

Sources & evidence

ORD record
ord-6ee9da1bc44a476ba528a278cadb1a7a
Source dataset
uspto-grants-2013_04
Patent number
US08420655B2

Reaction notes

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