4-Toluenesulfonyl chloride → HCID 20221024, compound

HRID 980838Notes

Reaction equation

HRID 980838 reaction equation
[C:1]([C:3]1[CH:19]=[CH:18][C:6]2[CH2:7][CH2:8][C:9]3[C:10]([C:16](=[O:17])[C:5]=2[CH:4]=1)=[N+:11]([O-])[CH:12]=[CH:13][CH:14]=3)#[N:2].S(Cl)(C1C=CC(C)=CC=1)(=O)=[O:21].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl.O>[C:1]([C:3]1[CH:19]=[CH:18][C:6]2[CH2:7][CH2:8][C:9]3[CH:14]=[CH:13][C:12](=[O:21])[NH:11][C:10]=3[C:16](=[O:17])[C:5]=2[CH:4]=1)#[N:2]

Participants

6

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 11430Potassium CarbonateHCID 53948062HCID 53948062, compound

Product 1

HCID 20221024HCID 20221024, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

To a solution of 0.85 gram (0.0034 mole) of the N-oxide thus obtained and 0.77 gram (0.0043 mole) of tosyl chloride in 37.5 milliliters of chloroform was added a solution of 0.58 gram (0.0042 mole) of potassium carbonate in 5.8 milliliters of water and the resulting mixture was stirred vigorously at room temperature for two days and the reaction mixture washed with alkali to obtain an 11-oxo-5,6-dihydrobenzo[5,6]-cyclohepta[1,2-b]pyrid-2(1H)one product which is recovered and purified by conventional procedures.

Workup

  1. washthe reaction mixture washed with alkali

Sources & evidence

ORD record
ord-eabedc22fecd41b08ead4a53adac8225
Source dataset
uspto-grants-1987_01
Patent number
US04639457

Reaction notes

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