Phosphorus oxychloride → HCID 86733345, compound

HRID 1606627Notes

Reaction equation

HRID 1606627 reaction equation
[C:1]([NH:4][S:5](=[O:16])([C:7]1[CH:12]=[C:11]([Br:13])[C:10]([NH2:14])=[C:9]([Br:15])[CH:8]=1)=[O:6])(=O)[CH3:2].P(Cl)(Cl)([Cl:19])=O.P(Cl)(Cl)(Cl)(Cl)Cl>C1C=CC=CC=1>[NH2:14][C:10]1[C:11]([Br:13])=[CH:12][C:7]([S:5]([N:4]=[C:1]([Cl:19])[CH3:2])(=[O:16])=[O:6])=[CH:8][C:9]=1[Br:15]

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 21544099HCID 21544099, compound

Product 1

HCID 86733345HCID 86733345, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 372 mg. of N1 -acetyl-3,5 dibromo sulfanilamide, 7.5 ml. of benzene, 5 ml. of phosphorous oxychloride and 230 mg. of phosphorous pentachloride is refluxed for 2 hours. The reaction mixture is cooled and concentrated in vacuo to an oil which solidified upon trituration with hexane. The solid material is filtered and washed with hexane affording N-(4-amino-3,5-dibromophenylsulfonyl) acetimidoyl chloride, which is used without further purification in the next step.

Workup

  1. additionA mixture of 372 mg
  2. temperatureThe reaction mixture is cooled
  3. concentrationconcentrated in vacuo to an oil which
  4. filtrationThe solid material is filtered
  5. washwashed with hexane

Sources & evidence

ORD record
ord-a41640802a404c8c91e1b5a9d24f6b75
Source dataset
uspto-grants-1976_04
Patent number
US03953492

Reaction notes

Loading…