Water → HCID 178527223, compound

HRID 1076543Notes

Reaction equation

HRID 1076543 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]2[NH:6][C:7](=O)[NH:8][SH:9](=[O:16])([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:4]=2[CH:3]=1.O.P(Cl)(Cl)([Cl:23])=O>C(Cl)(Cl)Cl>[Cl:23][C:7]1[NH:8][SH:9](=[O:16])([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:4]2[CH:3]=[C:2]([Cl:1])[CH:19]=[CH:18][C:5]=2[N:6]=1

Participants

5

Reactant 3

HCID 962Water2×HCID 24813Phosphorus oxychlorideHCID 178517171HCID 178517171, compound

Product 1

HCID 178527223HCID 178527223, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A suspension of 2.92 g (0.01 mole) of 7-chloro-1-phenyl-1,2,4-benzothiadiazin-3(4H)-one-1-oxide in 25 ml of phosphorus oxychloride is treated with 0.5 ml of water and the mixture is heated under reflux for 45 minutes. The solution is then cooled and poured into 100 ml of a mixture of ice and water. The soluble oily material is taken up in chloroform, the chloroform solution dried, filtered, concentrated, and the residual material recrystallized from acetonitrile to give 0.85 g of colorless product, melting point 162°-164°C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 45 minutes
  3. temperatureThe solution is then cooled
  4. dry with materialthe chloroform solution dried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customthe residual material recrystallized from acetonitrile

Sources & evidence

ORD record
ord-a998313053e748379817d5f4c0e128c2
Source dataset
uspto-grants-1976_05
Patent number
US03957769

Reaction notes

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