Sulfuryl chloride → 2-Chloro-4-methoxy-6-nitroaniline

HRID 1846476Notes

Reaction equation

HRID 1846476 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.S(Cl)([Cl:16])(=O)=O>C(O)(=O)C>[Cl:16][C:8]1[CH:9]=[C:3]([O:2][CH3:1])[CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[C:6]=1[NH2:7]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 667934-Methoxy-2-nitroaniline

Product 1

HCID 151122632-Chloro-4-methoxy-6-nitroaniline

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

20.0 g (118.94 mmol) 4-methoxy-2-nitroaniline and 10.0 mL sulphuryl chloride were placed in 300.0 mL acetic acid and stirred for 3 h at RT. The reaction mixture was poured onto water and the precipitate formed was suction filtered, washed and dried. The substance obtained was purified by chromatography. The fractions containing product were combined and evaporated down i.vac.

Workup

  1. additionThe reaction mixture was poured onto water
  2. customthe precipitate formed
  3. filtrationfiltered
  4. washwashed
  5. customdried
  6. customThe substance obtained
  7. customwas purified by chromatography
  8. additionThe fractions containing product
  9. customevaporated down i.vac

Sources & evidence

ORD record
ord-f6f6d5dfb929406ea6a70451063bb5b6
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

Loading…