Potassium Carbonate → HCID 10642392, compound

HRID 376865Notes

Reaction equation

HRID 376865 reaction equation
Cl[C:2]1[CH:13]=[C:12]([CH2:14][CH3:15])[C:5]([C:6]([N:8]=[C:9]([NH2:11])[NH2:10])=[O:7])=[CH:4][C:3]=1[S:16]([CH3:19])(=[O:18])=[O:17].[C:20]([O-:23])([O-])=O.[K+].[K+]>C[Si](C)(C)OC1C=NC=CC=1>[NH2:10][C:9]([NH2:11])=[N:8][C:6](=[O:7])[C:5]1[C:12]([CH2:14][CH3:15])=[CH:13][C:2]([O:23][C:20]2[CH:9]=[N:8][CH:6]=[CH:5][CH:4]=2)=[C:3]([S:16]([CH3:19])(=[O:18])=[O:17])[CH:4]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 10566392HCID 10566392, compound

Product 1

HCID 10642392HCID 10642392, compound

Reagents, catalysts & solvents 1

HCID 5925323-TrimethylsilyloxypyridineSolvent

Procedure

1.5 g of 4-chloro-N-diaminomethylene-3-methylsulfonyl-6-ethyibenzamide [obtainable by reacting guanidine with 3-methylsulfonyl-4-chloro-6-ethyl-benzoic acid], 10 ml of 3-trimethylsilyloxypyridine and 2.9 g of K2CO3 are stirred, at 140° for three hours, in small sealed flasks. After cooling, the solid residue is separated off, washed with a little diethyl ether and dissolved in 50 ml of water. After the customary working-up, N-diaminomethylene-3-methylsulfonyl-6-ethyl-4-(3-pyridyloxy)benzamide is obtained, m.p. 219-223°.

Workup

  1. temperatureAfter cooling
  2. customthe solid residue is separated off
  3. washwashed with a little diethyl ether
  4. dissolutiondissolved in 50 ml of water

Sources & evidence

ORD record
ord-037d3b623264477b948575ec371b82f2
Source dataset
uspto-grants-2000_02
Patent number
US06022883

Reaction notes

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