Hydrochloric Acid → 3-[4-(2-Tert-butyl-1,1,3-trioxo-2,3-dihydro-1h-1lambda6-isothiazol-5-yl)-phenyl]-2-(3-trifluoromethyl-benzenesulfonylamino)-propionimidic acid ethyl ester hydrochloride

HRID 724607Notes

Reaction equation

HRID 724607 reaction equation
[C:1]([N:5]1[C:9](=[O:10])[CH:8]=[C:7]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH:18]([NH:21][S:22]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=3)(=[O:24])=[O:23])[C:19]#[N:20])=[CH:13][CH:12]=2)[S:6]1(=[O:36])=[O:35])([CH3:4])([CH3:3])[CH3:2].[ClH:37].[CH2:38]([OH:40])[CH3:39]>C(Cl)Cl>[ClH:37].[CH2:38]([O:40][C:19](=[NH:20])[CH:18]([NH:21][S:22]([C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:32])[F:33])[CH:26]=1)(=[O:24])=[O:23])[CH2:17][C:14]1[CH:13]=[CH:12][C:11]([C:7]2[S:6](=[O:35])(=[O:36])[N:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:9](=[O:10])[CH:8]=2)=[CH:16][CH:15]=1)[CH3:39]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 69597741n-{2-[4-(2-Tert-butyl-1,1,3-trioxo-2,3-dihydro-1h-1lambda6-isothiazol-5-yl)-phenyl]-1-cyano-ethyl}-3-trifluoromethyl-benzenesulfonamide

Product 1

HCID 695977733-[4-(2-Tert-butyl-1,1,3-trioxo-2,3-dihydro-1h-1lambda6-isothiazol-5-yl)-phenyl]-2-(3-trifluoromethyl-benzenesulfonylamino)-propionimidic acid ethyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1.37-C of Step 3 (87 mg, 0.16 mmol) in methylene chloride (5 mL) and ethanol (0.2 mL) was treated with HCl gas for 1 h. Additional methylene chloride was added during the reaction to replenish the amount which was evaporated during the bubbling of HCl. The reaction mixture was concentrated and used immediately in the next reaction.

Workup

  1. customwas evaporated during the
  2. custombubbling of HCl
  3. concentrationThe reaction mixture was concentrated
  4. customused immediately in the next reaction

Sources & evidence

ORD record
ord-f3c9b1e24d3646ebb7394aa7c6d658eb
Source dataset
uspto-grants-2006_11
Patent number
US07141596B2

Reaction notes

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