Ammonia → HCID 19963244, compound

HRID 52135Notes

Reaction equation

HRID 52135 reaction equation
[NH3:1].[CH2:2]([N:4]([CH2:22][CH3:23])[C:5](=[O:21])[C:6]1([S:13][C:14](=[O:20])[N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH:11]=[CH:10][CH:9]=[N:8][CH:7]1F)[CH3:3]>CO>[CH2:2]([N:4]([CH2:22][CH3:23])[C:5](=[O:21])[C:6]1([S:13][C:14](=[O:20])[N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH:11]=[CH:10][CH:9]=[N:8][CH:7]1[NH2:1])[CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19963240HCID 19963240, compound

Product 1

HCID 19963244HCID 19963244, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

43 g of ammonia are injected into an autoclave with a solution of 40.2 g (122 mmol) of N,N-diethyl-3-(diethylcarbamoylthio)-2-fluoronicotinamide in 350 g of methanol, and the mixture is heated at 100° C. for 10 hours. It is then concentrated in vacuo and chromatographed on silica gel using ethyl acetate. Subsequent recrystallization from Et2O/hexane gives 18.7 g (47%) of yellowish crystals.

Workup

  1. concentrationIt is then concentrated in vacuo
  2. customchromatographed on silica gel
  3. customSubsequent recrystallization from Et2O/hexane

Sources & evidence

ORD record
ord-0529c01838f64d58b6681a68b70cc131
Source dataset
uspto-grants-1997_04
Patent number
US05616590

Reaction notes

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