HCID 19860402, compound → HCID 19860400, compound

HRID 1721875Notes

Reaction equation

HRID 1721875 reaction equation
CC([NH:5][S:6]([C:9]1[C:10]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=2)=[N:11][C:12]([S:15][CH3:16])=[N:13][CH:14]=1)(=[O:8])=[O:7])(C)C>FC(F)(F)C(O)=O>[CH3:24][C:20]1[CH:19]=[C:18]([NH:17][C:10]2[C:9]([S:6]([NH2:5])(=[O:7])=[O:8])=[CH:14][N:13]=[C:12]([S:15][CH3:16])[N:11]=2)[CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 1

HCID 19860402HCID 19860402, compound

Product 1

HCID 19860400HCID 19860400, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

N-(1,1-Dimethylethyl)-4-[(3-methylphenyl)amino]-2-(methylthio)-5-pyrimidinesulfonamide (200 mg, 0.55 mmol) was dissolved in trifluoroacetic acid (TFA) (15 mL) and refluxed for 1 hour. The TFA was removed under reduced pressure to yield a crude solid which was crystallized from ethanol and water to yield 170 mg (0.55 mmol, 100%) of white needles, m.p. 183.5°-184.5° C.

Workup

  1. temperaturerefluxed for 1 hour
  2. customThe TFA was removed under reduced pressure
  3. customto yield a crude solid which
  4. customwas crystallized from ethanol and water

Sources & evidence

ORD record
ord-fb3d401de10f4c2ca531ee6c5f47cead
Source dataset
uspto-grants-1989_08
Patent number
US04853389

Reaction notes

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