Anisole → HCID 178508146, compound

HRID 1693324Notes

Reaction equation

HRID 1693324 reaction equation
C1(OC)C=CC=CC=1.COC1C=CC(C[N:16]2[C:26]3[C:27]4[C:18]([CH2:19][CH2:20][S:21][C:22]=4[N:23]=[C:24]([N:28](C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)[N:25]=3)=[N:17]2)=CC=1>FC(F)(F)C(O)=O>[N:17]1[NH:16][C:26]2[C:27]3[C:18]=1[CH2:19][CH2:20][S:21][C:22]=3[N:23]=[C:24]([NH2:28])[N:25]=2

Participants

4

Reactant 2

HCID 7519AnisoleHCID 59311451HCID 59311451, compound

Product 1

HCID 178508146HCID 178508146, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Anisole (2.5 ml) and trifluoroacetic acid (30 ml) were added to the above di-tert-butyl {2-(4-methoxybenzyl)-7,8-dihydro-2H-6-thia-1,2,3,5-tetraazaacenaphthylen-4-yl}imidodicarbonate (6.0 g). The mixture was stirred at room temperature for 16 hours and then stirred at 55° C. for six hours. The reaction solution was concentrated under reduced pressure. Ethyl acetate was added to the resulting residue, followed by stirring. The precipitated solid was filtered off and washed with ethyl acetate to obtain the title compound (1.75 g, 78%) as a solid.

Workup

  1. stirringstirred at 55° C. for six hours
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. additionEthyl acetate was added to the resulting residue
  4. stirringby stirring
  5. filtrationThe precipitated solid was filtered off
  6. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-ecb49af7f17049e7be33b0b3541b0d35
Source dataset
uspto-grants-2012_04
Patent number
US08158638B2

Reaction notes

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