Anisole → 4'-(5-Acetyl-4-chloro-2-phenylimidazol-1-ylmethyl)biphenyl-2-sulfonamide

HRID 1250054Notes

Reaction equation

HRID 1250054 reaction equation
C([NH:5][S:6]([C:9]1[C:10]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][N:22]3[C:26]([C:27](=[O:29])[CH3:28])=[C:25]([Cl:30])[N:24]=[C:23]3[C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[CH:17][CH:16]=2)=[CH:11][CH:12]=[CH:13][CH:14]=1)(=[O:8])=[O:7])(C)(C)C.C1(OC)C=CC=CC=1>FC(F)(F)C(O)=O>[C:27]([C:26]1[N:22]([CH2:21][C:18]2[CH:19]=[CH:20][C:15]([C:10]3[C:9]([S:6]([NH2:5])(=[O:8])=[O:7])=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:16][CH:17]=2)[C:23]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[N:24][C:25]=1[Cl:30])(=[O:29])[CH3:28]

Participants

4

Reactant 2

HCID 7519AnisoleHCID 177754854'-(5-Acetyl-4-chloro-2-phenylimidazol-1-ylmethyl)biphenyl-2-sulfonic acid tert-butylamide

Product 1

HCID 184000894'-(5-Acetyl-4-chloro-2-phenylimidazol-1-ylmethyl)biphenyl-2-sulfonamideYield 97.5%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

1.0 g of 4′-(5-acetyl-4-chloro-2-phenylimidazol-1-ylmethyl)biphenyl-2-sulfonic acid tert-butylamide and 230 μl of anisole are dissolved in 5 ml of trifluoroacetic acid and allowed to stand at RT for 24 h. The volatile constituents are then removed in vacuo and the residue is digested with 50 ml of heptane. 870 mg of an amorphous solid are obtained.

Workup

  1. customThe volatile constituents are then removed in vacuo

Sources & evidence

ORD record
ord-fe80583844fa4a8381babd320f02249d
Source dataset
uspto-grants-2002_01
Patent number
US06335451B1

Reaction notes

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