Hexane → HCID 18987970, compound

HRID 2395926Notes

Reaction equation

HRID 2395926 reaction equation
[C:1]1([N:7]([NH:24][S:25]([C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)(=[O:27])=[O:26])[C:8]([C:10]2[C:11]3[C:16]([N:17]=[C:18]4[C:23]=2[CH:22]=[CH:21][CH:20]=[CH:19]4)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:35][C:36]([F:43])([F:42])[S:37]([O:40]C)(=[O:39])=[O:38].[CH3:44]CCCCC>C(Cl)Cl>[F:35][C:36]([F:43])([F:42])[S:37]([O-:40])(=[O:39])=[O:38].[CH3:44][N+:17]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:8]([N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[NH:24][S:25]([C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)(=[O:27])=[O:26])=[O:9])=[C:23]2[C:18]=1[CH:19]=[CH:20][CH:21]=[CH:22]2

Participants

5

Reactant 3

HCID 8058HexaneHCID 9526Methyl triflateHCID 54088002HCID 54088002, compound

Product 1

HCID 18987970HCID 18987970, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-Phenyl-N-(p-toluenesulfonamido)acridine-9-carboxamide (30 mg, 0.0068 mmol) was dissolved in methylene chloride (5 mL) under argon and methyl trifluoromethanesulfonate (77 μL, 0.068 mmol) was added. The solution was stirred overnight at room temperature to yield a yellow precipitate. Hexane was added and the precipitate filtered. Solid was further washed with ether and dried to obtain the product as yellow crystals. 1H NMR (acetone-d6) δ2.58 (s, 3H), 5.02 (s, 3H), 7.02-8.79 (m, 12H) .

Workup

  1. customto yield a yellow precipitate
  2. filtrationthe precipitate filtered
  3. washSolid was further washed with ether
  4. customdried

Sources & evidence

ORD record
ord-2d46acc0c4444308a7a89567f547e47b
Source dataset
uspto-grants-1996_02
Patent number
US05491072

Reaction notes

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