Hydrochloric Acid → 3-[(2,3-Dihydro-5,5-dioxido-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazin-7-yl)-oxy]benzoic acid

HRID 29779Notes

Reaction equation

HRID 29779 reaction equation
[NH2:1][S:2]([C:5]1[CH:6]=[C:7]([CH:18]=[CH:19][C:20]=1[N:21]1[CH2:25][CH2:24][CH2:23][C:22]1=O)[O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([OH:14])=[O:13])(=[O:4])=[O:3].C1CCN2C(=NCCC2)CC1.Cl>C1COCC1>[O:3]=[S:2]1(=[O:4])[C:5]2[CH:6]=[C:7]([O:8][C:9]3[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=3)[C:12]([OH:14])=[O:13])[CH:18]=[CH:19][C:20]=2[N:21]2[CH2:25][CH2:24][CH2:23][C:22]2=[N:1]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 69198141HCID 69198141, compound

Product 1

HCID 691986953-[(2,3-Dihydro-5,5-dioxido-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazin-7-yl)-oxy]benzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of the product obtained in Step B (850 mg, 2.26 mmol) in 25 ml of THF in the presence of 675 μl (4.52 mmol) of DBU is refluxed for 1 hour. It is allowed to return to ambient temperature and is acidified with 1N HCl, and the white precipitate corresponding to the title product is filtered off.

Workup

  1. temperatureis refluxed for 1 hour
  2. customto return to ambient temperature
  3. filtrationthe white precipitate corresponding to the title product is filtered off

Sources & evidence

ORD record
ord-74379fab079f4f7ea52c0ff631465695
Source dataset
uspto-grants-2008_09
Patent number
US07423034B2

Reaction notes

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