Hydrochloric Acid → HCID 178456973, compound

HRID 1066116Notes

Reaction equation

HRID 1066116 reaction equation
[Cl:1][C:2]1[CH:17]=[C:16]([N+:18]([O-])=O)[C:5]2[NH:6][C:7]([NH:12][CH:13]([CH3:15])[CH3:14])=[N:8][S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1.Cl>C(O)(=O)C>[NH2:18][C:16]1[C:5]2[NH:6][C:7]([NH:12][CH:13]([CH3:14])[CH3:15])=[N:8][S:9](=[O:10])(=[O:11])[C:4]=2[CH:3]=[C:2]([Cl:1])[CH:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178456974HCID 178456974, compound

Product 1

HCID 178456973HCID 178456973, compoundYield 49.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred suspension of 7-chloro-3-isopropylamino-5-nitro-4H-1,2,4-benzothiadiazine 1,1-dioxide (200 mg; 0.63 mmol) and zink (200 mg; 3.06 mmol) in acetic acid (20 ml) was added 36% hydrochloric acid (0.3 ml). The mixture was stirred for 12 hr. After filtration and concentation in vacuo the crude product was purified by column chromatography eluting with ethyl acetate:ethanol (9:1). Concentration of the appropriate fractions produced 90 mg of the title compound; m.p. >230° C.

Workup

  1. filtrationAfter filtration and concentation in vacuo the crude product
  2. customwas purified by column chromatography
  3. washeluting with ethyl acetate:ethanol (9:1)

Sources & evidence

ORD record
ord-ed23a23b104c4ed882fc3384aa0810a4
Source dataset
uspto-grants-2001_06
Patent number
US06242443B1

Reaction notes

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