Hydrochloric Acid → HCID 178504717, compound

HRID 25433Notes

Reaction equation

HRID 25433 reaction equation
O.[OH-].[Li+].[CH3:4][S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][N:22]=[C:21]2/[CH:27]=[CH:28]/[C:29]([O:31]C)=[O:30])(=[O:16])=[O:15])(=[O:7])=[O:6].O1CCCC1.[ClH:38]>O.CO>[ClH:38].[CH3:4][S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][N:22]=[C:21]2/[CH:27]=[CH:28]/[C:29]([OH:31])=[O:30])(=[O:15])=[O:16])(=[O:6])=[O:7].[ClH:38].[ClH:38].[CH3:4][S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][N:22]=[C:21]2/[CH:27]=[CH:28]/[C:29]([OH:31])=[O:30])(=[O:15])=[O:16])(=[O:6])=[O:7]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 178500075HCID 178500075, compound

Product 1

HCID 178504717HCID 178504717, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
20 °C

Procedure

(E)-3-[5(2-Methylsulfonylbenzenesulfonylamino)-1H-indazol-3-yl]acrylic acid can be obtained in the following way: 36 mg of lithium hydroxide monohydrate and 0.5 ml of distilled water are added successively to a suspension of 72 mg of methyl (E)-3-[5(2-methylsulfonylbenzenesulfonylamino)-1H-indazol-3-yl]acrylate, of 0.5 ml of tetrahydrofuran and of 0.5 ml of methanol, and the reaction mixture is stirred for 72 hours at a temperature in the region of 20° C. The medium is then diluted with 5 ml of distilled water, and acidified with 1N hydrochloric acid to a pH in the region of 2. The precipitate formed is isolated by filtration, washed with distilled water and then dried under a ventilated hood for 16 hours. 23 mg of (E)-3-[5(2-methylsulfonylbenzenesulfonylamino)-1H-indazol-3-yl]acrylic acid sesquihydrochloride are thus obtained in the form of a white solid melting at 170° C. (analysis C17H15N3O6S2.1.5 HCl % calculated C, 42.88; H, 3.49; Cl, 11.17; N, 8.83; O, 20.16; S, 13.47. % found C, 42.41; H, 3.74; N, 8.56; S, 12.83).

Workup

  1. customThe precipitate formed
  2. customis isolated by filtration
  3. washwashed with distilled water
  4. customdried under a ventilated hood for 16 hours

Sources & evidence

ORD record
ord-2fdf28cecddf430898715b3024d97413
Source dataset
uspto-grants-2005_02
Patent number
US06858638B2

Reaction notes

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