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

HRID 1019254Notes

Reaction equation

HRID 1019254 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-a016054da53d42528c196c89ed70772d
Source dataset
uspto-grants-2002_11
Patent number
US06486189B2

Reaction notes

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