Thionyl Chloride → 1,2,3-Benzothiadiazole-7-carbonyl chloride

HRID 1612636Notes

Reaction equation

HRID 1612636 reaction equation
[S:1]1[C:5]2[C:6]([C:10]([OH:12])=O)=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.S(Cl)([Cl:15])=O>>[S:1]1[C:5]2[C:6]([C:10]([Cl:15])=[O:12])=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 109211091,2,3-Benzothiadiazole-7-carboxylic acid

Product 1

HCID 183776071,2,3-Benzothiadiazole-7-carbonyl chloride

Conditions

Temperature
90 °C

Procedure

12.54 g (0.070 mol) of benzo-1,2,3-thiadiazole-7-carboxylic acid are mixed with 80 ml of thionyl chloride. The mixture is heated and maintained at a bath temperature of 90° C. for 8 hours. The excess thionyl chloride is then removed by distillation in a rotary evaporator at a bath temperature of 40° C. The resulting oil solidifies; m.p. 107° C.

Workup

  1. temperatureThe mixture is heated
  2. customThe excess thionyl chloride is then removed by distillation in a rotary evaporator at a bath temperature of 40° C

Sources & evidence

ORD record
ord-d3e844828ecc469b85adf972404ca3a0
Source dataset
uspto-grants-1993_03
Patent number
US05190928

Reaction notes

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