Ethylorthoformate → 4-cyclopropyl-7-nitro-4H-1,2,4-benzothiadiazine 1,1-dioxide

HRID 17839

Reaction equation

HRID 17839 reaction equation
[CH:1]1([NH:4][C:5]2[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=2[S:14]([NH2:17])(=[O:16])=[O:15])[CH2:3][CH2:2]1.[CH:18]([O-])([O-])OCC>>[CH:1]1([N:4]2[C:5]3[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=3[S:14](=[O:16])(=[O:15])[N:17]=[CH:18]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 53630039EthylorthoformateHCID 675301582-Cyclopropylamino-5-nitrobenzenesulphonamide

Product 1

HCID 675307714-cyclopropyl-7-nitro-4H-1,2,4-benzothiadiazine 1,1-dioxide

Conditions

Temperature
130 °C

Procedure

In a round-bottom flask, a mixture of 2-cyclopropylamino-5-nitrobenzenesulphonamide (5 g), originating from the Step above, and ethyl orthoformate (50 mL) is heated in the open state at 130° C. for 3 hours. The suspension obtained is cooled on an ice bath and the insoluble material is collected by filtration, washed with ether and dried.

Workup

  1. customThe suspension obtained
  2. temperatureis cooled on an ice bath
  3. filtrationthe insoluble material is collected by filtration
  4. washwashed with ether
  5. customdried

Sources & evidence

ORD record
ord-d3c399511b97447abf51faf290d79fe9
Source dataset
uspto-grants-2010_06
Patent number
US07741320B2

Linked notes

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