Ammonia → HCID 11064217, compound

HRID 382775Notes

Reaction equation

HRID 382775 reaction equation
[NH3:1].F[C:3]1[C:10]([F:11])=[CH:9][C:6]([C:7]#[N:8])=[C:5]([N:12](S(C)(=O)=O)[S:13]([CH3:16])(=[O:15])=[O:14])[CH:4]=1>O1CCCC1>[NH2:1][C:3]1[C:10]([F:11])=[CH:9][C:6]([C:7]#[N:8])=[C:5]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 10870605HCID 10870605, compound

Product 1

HCID 11064217HCID 11064217, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
150 °C

Procedure

In a 100 ml autoclave, 2 ml of ammonia are condensed and 2.0 g (6.4 mmol) of 4,5-difluoro-2-(bis-methanesulphonyl-amino)-benzonitrile and 40 ml of tetrahydrofuran are added. The reaction mixture is then heated in the closed autoclave at 150° C. for 15 hours. After cooling, the mixture is filtered and the filtrate is concentrated under water pump vacuum. Washing with 2N hydrochloric acid and with water gives 0.50 g (34% of theory) of N-(5-amino-2-cyano-4-fluoro-phenyl)-methanesulphonamide of melting point 235° C.

Workup

  1. additionare added
  2. temperatureAfter cooling
  3. filtrationthe mixture is filtered
  4. concentrationthe filtrate is concentrated under water
  5. washWashing with 2N hydrochloric acid and with water

Sources & evidence

ORD record
ord-2aa0d1b6f8aa452695f1effc95c99fb8
Source dataset
uspto-grants-2001_10
Patent number
US06310206B1

Reaction notes

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