Ethanol → HCID 21549226, compound

HRID 1605108Notes

Reaction equation

HRID 1605108 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](Cl)=[CH:6][C:5]=1[C:11]([F:14])([F:13])[F:12])([O-:3])=[O:2].[C:15]1([SH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(O)C.[OH-].[Na+]>O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:6][C:5]=1[C:11]([F:14])([F:13])[F:12])([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 702EthanolHCID 7969ThiophenolHCID 14798Sodium HydroxideHCID 670525-Chloro-2-nitrobenzotrifluoride

Product 1

HCID 21549226HCID 21549226, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-nitro-5-chlorobenzotrifluoride (33.8 g, 0.15 mole), benzenethiol (16.6 g, 0.15 mole) and ethanol (150 ml) is heated to its reflux temperature under nitrogen. To this solution is slowly added a solution of sodium hydroxide (6 g, 0.15 mole) and water (7 ml) at such a rate that refluxing continues with no external heating. the solution is then heated at its reflux temperature for an additional two hours, filtered hot and the filtrate cooled. The resulting precipitate is collected by filtration and recrystallized from hexene to afford a yellow solid, m.p. 65°-67° C.

Workup

  1. temperaturereflux temperature under nitrogen
  2. temperaturerefluxing
  3. temperaturethe solution is then heated at its
  4. temperaturereflux temperature for an additional two hours
  5. filtrationfiltered hot
  6. temperaturethe filtrate cooled
  7. filtrationThe resulting precipitate is collected by filtration
  8. customrecrystallized from hexene
  9. customto afford a yellow solid, m.p. 65°-67° C.

Sources & evidence

ORD record
ord-071c81e45a64427484bb7e8f93c397a5
Source dataset
uspto-grants-1976_04
Patent number
US03948987

Reaction notes

Loading…