Ammonium Chloride → HCID 19605500, compound

HRID 1603610Notes

Reaction equation

HRID 1603610 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([S:9]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=2)(=[O:11])=[O:10])[CH:6]=[C:5]([O:21][CH3:22])[CH:4]=1.[NH4+].[Cl-]>CO.O.[Fe]>[CH3:22][O:21][C:5]1[CH:6]=[C:7]([S:9]([C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=2)(=[O:10])=[O:11])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 19605549HCID 19605549, compound

Product 1

HCID 19605500HCID 19605500, compoundYield 90.2%

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

0.22 g (0.00068 mol) of 1,3-dimethoxy-5-(4-nitrophenylsulphonyl)-benzene was suspended in a mixture of 15 ml of methanol and 7.5 ml of water, treated with 0.30 g of iron powder and 0.30 g of NH4Cl and heated at reflux for 1 hr. After cooling the mixture was diluted with 50 ml of methanol, treated in an ultrasound bath for a short time and suction filtered. The filter material was washed with a large amount of methanol and the filtrate was concentrated. The residue was suspended in water and treated in an ultrasound bath. The precipitate which thereby resulted was filtered off under suction and dried in a high vacuum. There was obtained 0.18 g (90%) of 4-(3,5-dimethoxybenzenesulphonyl)-phenylamine as white crystals; m.p.: 128-130° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 1 hr
  3. temperatureAfter cooling the mixture
  4. additiontreated in an ultrasound bath for a short time and suction
  5. filtrationfiltered
  6. washThe filter material was washed with a large amount of methanol
  7. concentrationthe filtrate was concentrated
  8. additiontreated in an ultrasound bath
  9. customThe precipitate which thereby resulted
  10. filtrationwas filtered off under suction
  11. customdried in a high vacuum

Sources & evidence

ORD record
ord-1489445c1520475e929e4c6f7f9e746e
Source dataset
uspto-grants-1999_11
Patent number
US05990105

Reaction notes

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