4-Chlorobenzenesulfonamide → 4-chloro-N-(3-chloro-4-oxonaphthalen-1(4H)-ylidene)benzenesulfonamide

HRID 1186663Notes

Reaction equation

HRID 1186663 reaction equation
[Cl:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)/[C:4](=N/S(C2SC=CC=2)(=O)=O)/[CH:3]=1.[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([NH2:32])(=[O:31])=[O:30])=[CH:25][CH:24]=1>C1COCC1>[Cl:22][C:23]1[CH:24]=[CH:25][C:26]([S:29]([N:32]=[C:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[C:11](=[O:12])[C:2]([Cl:1])=[CH:3]2)(=[O:30])=[O:31])=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 668244-ChlorobenzenesulfonamideHCID 22524852(NE)-N-(3-chloro-4-oxonaphthalen-1-ylidene)thiophene-2-sulfonamide

Product 1

HCID 13816254-chloro-N-(3-chloro-4-oxonaphthalen-1(4H)-ylidene)benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.2.34 4-chloro-N-(3-chloro-4-oxonaphthalen-1(4H)-ylidene)benzenesulfonamide (12e) was prepared according to the procedure for 12a except using 4-chlorobenzenesulfonamide, TiCL4.2THF and THF as solvent which afforded the title compound 452.2 mg (61.8%) as a yellow solid, m.p.: 138-140° C.

Sources & evidence

ORD record
ord-fdb8c2bae5844c8380372912501c6030
Source dataset
uspto-grants-2014_03
Patent number
US08673910B2

Reaction notes

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