Acetone → HCID 12912742, compound

HRID 444463Notes

Reaction equation

HRID 444463 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([S:9][C:10]2[N:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)[CH:6]=[CH:7][CH:8]=1.CC(C)=[O:21].ClC1C=C(C=CC=1)C(OO)=O>C(OCC)(=O)C>[F:18][C:2]([F:1])([F:17])[C:3]1[CH:4]=[C:5]([S:9]([C:10]2[N:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)=[O:21])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 70297m-Chloroperbenzoic acid2×HCID 23463875HCID 23463875, compound

Product 1

HCID 12912742HCID 12912742, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

6-(3-(Trifluoromethyl)phenylthio)-3-aminopyridine (4.0 grams) was dissolved in 50 ml. of acetone and m-chloroperoxybenzoic acid (4.0 grams) added. The solution was allowed to stir at room temperature for 2 hours, and an additional 1.0 gram of m-chloroperoxybenzoic acid was added. The reaction mixture was passed over a column of silica gel with ethyl acetate, and the fraction corresponding to the product collected and crystallized from ethyl acetate-hexanes, yield, 4.0 grams m.p. 74°-76° C.

Workup

  1. customthe fraction corresponding to the product collected
  2. customcrystallized from ethyl acetate-hexanes
  3. customyield

Sources & evidence

ORD record
ord-2d571527c5a4457e8738820176cfc6da
Source dataset
uspto-grants-1981_04
Patent number
US04264605

Reaction notes

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