Thionyl Chloride → HCID 88040137, compound

HRID 48991Notes

Reaction equation

HRID 48991 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][N:10]=[C:9]([C:12](O)=[O:13])[C:8]=2[CH:15]=1)([O-:3])=[O:2].S(Cl)([Cl:18])=O>C(Cl)CCl>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][N:10]=[C:9]([C:12]([Cl:18])=[O:13])[C:8]=2[CH:15]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 24386Thionyl Chloride2×HCID 124681915-Nitro-1,2-benzothiazole-3-carboxylic acid

Product 1

HCID 88040137HCID 88040137, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
70 °C

Procedure

To a stirred mixture of 5-nitro-1,2-benzisothiazole-3-carboxylic acid (5.5 g, 0.0246 mole) and ethylene dichloride (55 ml) is added thionyl chloride (2.92 g, 1.63 ml, 1.0 eq.), and the reaction mixture heated to 70° C. An additional portion of thionyl chloride (1.46 g, 0.82 ml, 0.5 eq) is added and heating at 70° C. continued for 2.5 hours. The cooled solution is concentrated in vacuo to afford the title compound which is identified by NMR and IR analysis, and used without further purification.

Workup

  1. temperatureheating at 70° C.
  2. concentrationThe cooled solution is concentrated in vacuo

Sources & evidence

ORD record
ord-d1e2f08b991940a09583cc3ac5c50731
Source dataset
uspto-grants-2004_03
Patent number
US06706663B2

Reaction notes

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