Potassium Carbonate → 7-chloro-4-cyclopropylmethyl-4H-1,2,4-benzothiadiazine 1,1-dioxide

HRID 17845Notes

Reaction equation

HRID 17845 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]2[NH:6][CH:7]=[N:8][S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH:20]1([CH2:23]Br)[CH2:22][CH2:21]1>C(#N)C>[Cl:1][C:2]1[CH:13]=[CH:12][C:5]2[N:6]([CH2:23][CH:20]3[CH2:22][CH2:21]3)[CH:7]=[N:8][S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 81503BromomethylcyclopropaneHCID 100362767-Chloro-4H-benzo[e][1,2,4]thiadiazine 1,1-dioxide

Product 1

HCID 675298357-chloro-4-cyclopropylmethyl-4H-1,2,4-benzothiadiazine 1,1-dioxide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 7-chloro-4H-1,2,4-benzothiadiazine 1,1-dioxide (1 g) in acetonitrile (40 mL) there is added potassium carbonate (2.5 g) and cyclopropylmethyl bromide (0.7 mL) and the mixture is heated at reflux for 24 hours. The reaction mixture is evaporated under reduced pressure and the residue is taken up in water (40 mL). The insoluble material is collected by filtration, washed with water and dried and is recrystallised from methanol.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 24 hours
  3. customThe reaction mixture is evaporated under reduced pressure
  4. filtrationThe insoluble material is collected by filtration
  5. washwashed with water
  6. customdried
  7. customis recrystallised from methanol

Sources & evidence

ORD record
ord-d07ab9fef9904ab38a6dd0d86162755a
Source dataset
uspto-grants-2010_06
Patent number
US07741320B2

Reaction notes

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