5-Amino-4-fluoro-2-methylphenol → HCID 57857954, compound

HRID 1675722Notes

Reaction equation

HRID 1675722 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[CH:9][N:10](C)C)=[C:4]([C:13]#[N:14])[CH:3]=1.N[C:16]1[C:17]([F:24])=[CH:18][C:19]([CH3:23])=[C:20]([OH:22])[CH:21]=1>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[N:8]=[CH:9][N:10]=[C:13]2[NH:14][C:16]1[C:17]([F:24])=[CH:18][C:19]([CH3:23])=[C:20]([OH:22])[CH:21]=1

Participants

4

Reactant 2

HCID 101540985-Amino-4-fluoro-2-methylphenolHCID 57857968N'-(4-BroMo-2-cyanophenyl)-N,N-diMethylforMiMidaMide

Product 1

HCID 57857954HCID 57857954, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5.0 g (19.9 mmol) of N′-(4-bromo-2-cyanophenyl)-N,N-dimethylformamidine and 3.09 g (21.9 mmol) of 5-amino-4-fluoro-2-methylphenol are suspended in 25 ml of acetic acid and heated under reflux for 1 h. The solid obtained after cooling is filtered off and washed with hexane. 4.02 g (58%) of the desired product are obtained.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 h
  3. customThe solid obtained
  4. temperatureafter cooling
  5. filtrationis filtered off
  6. washwashed with hexane

Sources & evidence

ORD record
ord-a23c675dd7f34bf1b9dc05b061e236d9
Source dataset
uspto-grants-2011_08
Patent number
US08003787B2

Reaction notes

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