Phosphorus oxychloride → HCID 67860849, compound

HRID 2371908Notes

Reaction equation

HRID 2371908 reaction equation
C([C:4]1[S:5](=[O:18])[C:6]2[C:13]([CH3:14])=[CH:12][C:11]([N+:15]([O-:17])=[O:16])=[CH:10][C:7]=2[N+:8]=1[O-])(=O)N.P(Cl)(Cl)(Cl)=O>C1(C)C=CC=CC=1>[N+:15]([C:11]1[CH:12]=[C:13]([CH3:14])[C:6]2[S:5](=[O:18])[CH:4]=[N:8][C:7]=2[CH:10]=1)([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 86745550HCID 86745550, compound

Product 1

HCID 67860849HCID 67860849, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

25.3 g (0.1 mol) of 2-carbamyl-5-nitro-7-methylbenzothiazolone-N-oxide are suspended in 150 ml of anhydrous toluene. 16.8 g (0.11 mol) of phosphorus oxychloride are added dropwise to this suspension, with stirring, at an internal temperature of 100° C. and the reaction mixture is heated under reflux for a further 4 hours and allowed to cool. 15.8 g (75 % of theory) of 5-nitro-7-methyl-benzothiazolone of melting point >250° C. are obtained.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for a further 4 hours
  3. temperatureto cool

Sources & evidence

ORD record
ord-7a43fe9ccd6349d88a6fa4d74ba946cc
Source dataset
uspto-grants-1992_03
Patent number
US05096910

Reaction notes

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