HCID 21433222, compound → HCID 178527179, compound

HRID 2398533Notes

Reaction equation

HRID 2398533 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([F:12])=[CH:4][C:3]=1[S:13]([NH2:16])(=[O:15])=[O:14].[CH:17]([O-])([O-])OCC>C(OCC)C>[F:10][C:8]([F:9])([F:11])[C:6]1[C:5]([F:12])=[CH:4][C:3]2[S:13](=[O:14])(=[O:15])[NH:16][CH:17]=[N:1][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 21433222HCID 21433222, compoundHCID 53630039Ethylorthoformate

Product 1

HCID 178527179HCID 178527179, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 6 g 2-amino-4-trifluoromethyl-5-fluoro-benzenesulfonamide, m.p.= 152° C. (formula V: R2 = F) and 18 g ethyl orthoformate is heated at 120°-125° C., during 30 minutes to one hour, in an open vessel. After cooling, the reaction mixture is diluted with 150 ml dry diethyl ether. The resulting precipitate is collected and recrystallized from aqueous ethanol, to give 5.7 g of 6-trifluoromethyl-7-fluoro-2H-1,2,4-benzothiadiazine-1,1-dioxide, M.p.= 234° C. B. Action of formic acid

Workup

  1. temperatureis heated at 120°-125° C., during 30 minutes to one hour, in an open vessel
  2. temperatureAfter cooling
  3. customThe resulting precipitate is collected
  4. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-72d6b224b92444f7a9686cc1f621864b
Source dataset
uspto-grants-1977_05
Patent number
US04025508

Reaction notes

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