N-tert-Butyl-4-((3-fluoro-4-methoxybenzylidene)amino)benzenesulfonamide → N-tert-butyl-4-[5-(4-ethoxyphenyl)imidazol-1-yl]benzenesulfonamide

HRID 446160Notes

Reaction equation

HRID 446160 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([N:15]=[CH:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH3:25])=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(NS(C1C=C[C:37]([N:40]=[CH:41]C2C=CC(OC)=C(F)C=2)=CC=1)(=O)=O)(C)(C)C>>[C:1]([NH:5][S:6]([C:9]1[CH:10]=[CH:11][C:12]([N:15]2[C:16]([C:17]3[CH:18]=[CH:19][C:20]([O:23][CH2:24][CH3:25])=[CH:21][CH:22]=3)=[CH:41][N:40]=[CH:37]2)=[CH:13][CH:14]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 11132250N-tert-Butyl-4-((3-fluoro-4-methoxybenzylidene)amino)benzenesulfonamideHCID 69032410N-tert-Butyl-4-[(4-ethoxybenzylidene)amino]benzenesulfonamide

Product 1

HCID 12988041N-tert-butyl-4-[5-(4-ethoxyphenyl)imidazol-1-yl]benzenesulfonamideYield 77%

Procedure

Following a similar process to that described in example 3, but starting from N-tert-butyl-4-[(4-ethoxybenzylidene)amino]benzenesulfonamide (obtained in example 6) instead of from N-tert-butyl-4-[(3-fluoro-4-methoxybenzylidene)amino]benzenesulfonamide, the title compound is obtained in 77% yield.

Sources & evidence

ORD record
ord-218821a3b964435ca6976198e7b36447
Source dataset
uspto-grants-2013_07
Patent number
US08476456B2

Reaction notes

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