Hydrochloric Acid → HCID 131712274, compound

HRID 1680864Notes

Reaction equation

HRID 1680864 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][NH:10][CH2:11][CH2:12][CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][CH2:22][NH2:23])[CH:6]=[CH:5][C:4]=1[OH:24].CS(O)(=O)=O.C([NH:33][N:34]1[C:42]2[CH2:41][CH2:40][CH2:39][CH2:38][C:37]=2[CH:36]=[N:35]1)(=O)C.CS([O-])(=O)=O.[ClH:48]>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][NH:10][CH2:11][CH2:12][CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][CH2:22][NH2:23])[CH:6]=[CH:5][C:4]=1[OH:24].[ClH:48].[ClH:48].[NH2:33][N:34]1[C:42]2[CH2:41][CH2:40][CH2:39][CH2:38][C:37]=2[CH:36]=[N:35]1.[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][NH:10][CH2:11][CH2:12][CH2:13][NH:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19][CH2:20][CH2:21][CH2:22][NH2:23])[CH:6]=[CH:5][C:4]=1[OH:24].[ClH:48].[ClH:48].[NH2:10][N:35]1[CH:36]=[C:37]2[C:42]([CH2:41][CH2:40][CH2:39][CH2:38]2)=[N:34]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 85257MethanesulfonateHCID 131712276HCID 131712276, compound

Product 2

HCID 131712274HCID 131712274, compoundHCID 131712275HCID 131712275, compound

Procedure

A solution of 950 mg. of a mixture of dl-5-acetamido-4,5,6,7-tetrahydro-1H-indazole methane sulfonate and the 2H-tautomer methane sulfonate in 50 ml. of 6N aqueous hydrochloric acid was refluxed under a nitrogen atmosphere for sixty minutes. The reaction mixture was cooled and the volatile constituents removed by evaporation in vacuo. The resulting residue was dissolved in ethanol, and the ethanol solution concentrated and cooled. dl-5-Amino-4,5,6,7-tetrahydro-1H-indazole dihydrochloride and dl-5-amino-4,5,6,7-tetrahydro-2H-indazole dihydrochloride formed in the above reaction crystallized and were separated by filtration; m.p.=260°-70° C.: yield=380 mg.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customthe volatile constituents removed by evaporation in vacuo
  3. dissolutionThe resulting residue was dissolved in ethanol
  4. concentrationthe ethanol solution concentrated
  5. temperaturecooled

Sources & evidence

ORD record
ord-06c2e0432bbd4f52a7327a1713376207
Source dataset
uspto-grants-1981_06
Patent number
US04276300

Reaction notes

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