Methyl triflate → HCID 18006796, compound

HRID 2288580Notes

Reaction equation

HRID 2288580 reaction equation
[CH:1]1[C:14]2[C:5](=[N:6][C:7]3[C:12]([C:13]=2[C:15](=[S:27])[O:16][C:17]2[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[F:28][C:29]([F:36])([F:35])[S:30]([O:33]C)(=[O:32])=[O:31]>C(Cl)Cl>[O-:33][S:30]([C:29]([F:36])([F:35])[F:28])(=[O:32])=[O:31].[CH3:29][N+:6]1[C:5]2[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=2)[C:13]([C:15](=[S:27])[O:16][C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[CH:19][CH:18]=2)=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[CH:11]2

Participants

4

Reactant 2

HCID 9526Methyl triflateHCID 18006803HCID 18006803, compound

Product 1

HCID 18006796HCID 18006796, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Naphthyl acridine-9-thiocarboxylate (26.38 g) was suspended in CH2Cl2 (200 mL). Methyl trifluoromethanesulfonate (24.5 ml) was added and the mixture left to stir overnight. The mixture was filtered and the solids washed with CH2Cl2 (300 ml) and hexanes (500 ml). After air drying, the product (28.83 g) was obtained as a yellow solid. 1H NMR (acetone-d6) δ 5.20 (s, 3H), 7.66-7.75 (m, 2H), 7.88-7.92 (m, 1H), 8.03-8.09 (m, 2H), 8.15 (d, 1H), 8.26 (t, 2H), 8.48 (s, 1H), 8.61-8.68 (m, 2H), 8.80 (d, 2H), 9.03 (d, 2H).

Workup

  1. waitthe mixture left
  2. filtrationThe mixture was filtered
  3. washthe solids washed with CH2Cl2 (300 ml) and hexanes (500 ml)
  4. customAfter air drying

Sources & evidence

ORD record
ord-b6f348680fad42fd9aff834701143043
Source dataset
uspto-grants-2000_07
Patent number
US06090571

Reaction notes

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