Propyl mercaptan → HCID 178460784, compound

HRID 1726931Notes

Reaction equation

HRID 1726931 reaction equation
[F:1][C:2]([F:19])([F:18])[CH2:3][N:4]1[C:9](=[O:10])[CH:8]=[N:7][C:6]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[N:5]1.FC(F)(F)CN1C(=O)C=NC(C2C=CC=CC=2)=N1.[CH2:38]([SH:41])[CH2:39][CH3:40]>C(OCC)(=O)C>[F:19][C:2]([F:1])([F:18])[CH2:3][N:4]1[C:9](=[O:10])[CH:8]([S:41][CH2:38][CH2:39][CH3:40])[NH:7][C:6]([C:11]2[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=2)=[N:5]1

Participants

5

Reactant 3

HCID 7848Propyl mercaptanHCID 68958518HCID 68958518, compoundHCID 68961219HCID 68961219, compound

Product 1

HCID 178460784HCID 178460784, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 1-(2,2,2-trifluoroethyl)-3-(4-chlorophenyl)-1,2,4-triazin-6-one (0.40 g, 1.4 mmol), prepared in a similar manner to Compound 7 in 5 mL of ethyl acetate was treated with excess propanethiol at room temperature. The reaction mixture was stirred for 1 hour, then more ethyl acetate was added. The reaction mixture was washed with aqueous potassium carbonate (twice), water and brine, dried over magnesium sulfate, filtered and stripped. The resultant solid was recrystallized from methylene chloride/hexane to give 0.28 g of pale yellow crystals (55% yield), mp 99-100° C.

Workup

  1. washThe reaction mixture was washed with aqueous potassium carbonate (twice), water and brine
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customThe resultant solid was recrystallized from methylene chloride/hexane

Sources & evidence

ORD record
ord-7fa89750501346eaa0ced84d22f609f0
Source dataset
uspto-grants-2009_02
Patent number
US07494996B2

Reaction notes

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