Water → HCID 178418874, compound

HRID 1791937Notes

Reaction equation

HRID 1791937 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1Br.C(O[C:16]([S-:18])=[S:17])C.[K+].O>CN1CCCC1=O>[F:9][C:8]([F:11])([F:10])[C:5]1[CH:6]=[CH:7][C:2]2[N:1]=[C:16]([SH:18])[S:17][C:3]=2[CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 938992-Bromo-4-trifluoromethylanilineHCID 2735045Potassium ethylxanthate

Product 1

HCID 178418874HCID 178418874, compoundYield 25.8%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
160 °C

Procedure

4-Amino-3-bromobenzotrifluoride (2.40 g) was dissolved in N-methyl-2-pyrrolidone (10 mL), and potassium ethylxanthate (3.52 g) was added thereto. The mixture was stirred at 160° C. for 3 hr with heating. Water (300 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and brine, and concentrated under reduced pressure to give 6-trifluoromethyl-2-mercaptobenzothiazole (607 mg) as an orange powder.

Workup

  1. temperaturewith heating
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed successively with water and brine
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-75d7e96e81334e7c8e9c2b8f6a7049a2
Source dataset
uspto-grants-2006_07
Patent number
US07074794B2

Reaction notes

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