Benzyl mercaptan → HCID 12819596, compound

HRID 1649518Notes

Reaction equation

HRID 1649518 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH2:15]([SH:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[OH-].[K+]>C(O)C.O>[N+:12]([C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[S:22][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([O-:14])=[O:13]

Participants

6

Reactant 3

HCID 7509Benzyl mercaptanHCID 84624-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotolueneHCID 14797Potassium Hydroxide

Product 1

HCID 12819596HCID 12819596, compoundYield 87.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

To a mixture of 225.6 g of 4-chloro-3-nitrobenzotrifluoride and 136 g of benzyl mercaptan in 1.5 l of ethyl alcohol, at reflux, was added a solution of 72.5 g of 85% KOH in 120 ml of water over a 45 minute period. Reflux was continued for an additional three hours. The reaction mixture was cooled to 5° C. The precipitate was filtered off, washed with ethanol and water and dried to give 273.2 g of 2-nitro-1-[(phenylmethyl)thio]-4-trifluoromethylbenzene as a bright yellow solid, m.p. 132°-136°.

Workup

  1. temperatureat reflux
  2. temperatureReflux
  3. filtrationThe precipitate was filtered off
  4. washwashed with ethanol and water
  5. customdried

Sources & evidence

ORD record
ord-8d9f33bcc68142ab92092db47b930ac5
Source dataset
uspto-grants-1983_11
Patent number
US04417917

Reaction notes

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