Potassium Carbonate → HCID 13343571, compound

HRID 1263188Notes

Reaction equation

HRID 1263188 reaction equation
[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([N+]([O-])=O)[CH:6]=1.C(=O)([O-])[O-].[K+].[K+].[SH:31][CH2:32][P:33](=[O:40])([O:37][CH2:38][CH3:39])[O:34][CH2:35][CH3:36]>CC(=O)CC>[N+:11]([C:8]1[CH:9]=[CH:10][C:5]([O:4][C:3]2[CH:17]=[CH:18][C:19]([C:21]([F:24])([F:23])[F:22])=[CH:20][C:2]=2[Cl:1])=[CH:6][C:7]=1[S:31][CH2:32][P:33](=[O:40])([O:37][CH2:38][CH3:39])[O:34][CH2:35][CH3:36])([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 156238Benzene, 2-chloro-1-(3,4-dinitrophenoxy)-4-(trifluoromethyl)-HCID 10261795HCID 10261795, compound

Product 1

HCID 13343571HCID 13343571, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 4-(2-chloro-4-trifluoromethylphenoxy)-1,2-dinitrobenzene (569 mg, 1.57 mmol), potassium carbonate (303 mg, 2.36 mmol), diethyl sulfhydrylmethylphosphonate (405 mg, 2.20 mmol) and 2-butanone (5 ml) is heated under reflux for 5 hours. The reaction mixture is then filtered, and the filtrate is concentrated to dryness and purified by prep. TLC to give diethyl 2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylthiomethylphosphonate. NMR (CDCl3) δ5.87 (m, 4H, OCH2CH3), 6.90 (d, 2H, 14 Hz, SCH2 -P) and 8.63 ppm (t, 6H, OCH2CH3).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 5 hours
  3. filtrationThe reaction mixture is then filtered
  4. concentrationthe filtrate is concentrated to dryness
  5. custompurified by prep

Sources & evidence

ORD record
ord-ca84030c0b2c43aa90b7bb03ba797627
Source dataset
uspto-grants-1984_06
Patent number
US04456464

Reaction notes

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