Ammonia → HCID 58727890, compound

HRID 527886Notes

Reaction equation

HRID 527886 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl[S:12]([OH:15])(=O)=[O:13].[NH3:16].Cl>C(Cl)(Cl)Cl.O>[CH3:1][C:2]1[CH:10]=[C:9]([S:12](=[O:15])(=[O:13])[NH2:16])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 83732-Methylbenzoic acidHCID 24638Chlorosulfonic acid

Product 1

HCID 58727890HCID 58727890, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

2-Methyl-benzoic acid (1.36 g, 10 mmol) was dissolved in CHCl3 (8 mL), added ClSO3H (5.83 g, 3.32 mL, 50 mmol) and stirred at 60° C. for 22 h. The reaction mixture was cooled to rt and then added carefully to a stirred solution of 25% NH3 in H2O (75 mL). The obtained solution was acidified to pH=2 using conc. HCl. The precipitate was collected by filtration, washed with H2O affording the title compound as a white powder (1.37 g).

Workup

  1. temperatureThe reaction mixture was cooled to rt
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with H2O affording the title compound as a white powder (1.37 g)

Sources & evidence

ORD record
ord-55a1f0a69bf64ae0a8f9c50f32350b9f
Source dataset
uspto-grants-2016_05
Patent number
US09346809B2

Reaction notes

Loading…