1,2-Dichlorobenzene → HCID 13869332, compound

HRID 1388197Notes

Reaction equation

HRID 1388197 reaction equation
C([N:5]1[C:9](=[O:10])[C:8]2[CH:11]=[C:12]([CH3:14])[S:13][C:7]=2[S:6]1(=[O:16])=[O:15])(C)(C)C.ClC1C=CC=CC=1Cl.C(=O)(O)[O-].[Na+]>CCOCC>[CH3:14][C:12]1[S:13][C:7]2[S:6](=[O:16])(=[O:15])[NH:5][C:9](=[O:10])[C:8]=2[CH:11]=1

Participants

5

Reactant 3

HCID 72391,2-DichlorobenzeneHCID 516892Sodium BicarbonateHCID 23331883HCID 23331883, compound

Product 1

HCID 13869332HCID 13869332, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 0.2 gm (0.77 millimols) of N-tert. butyl-5-methyl-thieno[3,2-d]isothiazole-3(2H)-one-1,1-dioxide and o-dichloro-benzene was refluxed for 8 hours. After cooling, the reaction mixture was distributed between a mixture of ether and aqueous sodium bicarbonate solution. The separated aqueous solution was acidified and extracted with methylene chloride. After evaporation and recrystallization from methanol, 0.13 gm (83% of theory) of 5-methyl-thieno[3,2-d]isothiazole-3(2H)-one-1,1-dioxide was obtained.

Workup

  1. temperaturewas refluxed for 8 hours
  2. temperatureAfter cooling
  3. extractionextracted with methylene chloride
  4. customAfter evaporation and recrystallization from methanol

Sources & evidence

ORD record
ord-73e4613113f94d388f0409591331976a
Source dataset
uspto-grants-1984_02
Patent number
US04430355

Reaction notes

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