Dimethylformamide dimethyl acetal → HCID 178428505, compound

HRID 2069837Notes

Reaction equation

HRID 2069837 reaction equation
[CH3:1][N:2]([CH3:14])[C:3]1[CH:11]=[C:10]([CH3:12])[C:6]([C:7]([NH2:9])=[O:8])=[C:5]([F:13])[CH:4]=1.CO[CH:17](OC)[N:18]([CH3:20])[CH3:19]>C1COCC1>[CH3:14][N:2]([CH3:1])[C:3]1[CH:11]=[C:10]([CH3:12])[C:6]([C:7](/[N:9]=[CH:17]/[N:18]([CH3:20])[CH3:19])=[O:8])=[C:5]([F:13])[CH:4]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 59473790HCID 59473790, compound

Product 1

HCID 178428505HCID 178428505, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A suspension of 4-Dimethylamino-2-fluoro-6-methyl-benzamide (0.696 g, 3.55 mmol) with dimethylformamide-dimethylacetal (0.551 mL, 3.90 mmol) in THF (3 mL) was heated to 60° C. After 14 h., solvent was removed to give 4-Dimethylamino-N-[1-dimethylamino-meth-(E)-ylidene]-2-fluoro-6-methyl-benzamide as an oil, which eventually crashed out as a white solid (0.890 g, 100%).

Workup

  1. customsolvent was removed

Sources & evidence

ORD record
ord-403dba85e296405ea804f5844ada491f
Source dataset
uspto-grants-2012_10
Patent number
US08299077B2

Reaction notes

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