Hydrochloric Acid → HCID 178479523, compound

HRID 1096052Notes

Reaction equation

HRID 1096052 reaction equation
C(=O)(O)O.[NH2:5][NH:6][C:7]([NH2:9])=[NH:8].O=[C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([NH:20][S:21]([C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[CH:25]=3)(=[O:23])=[O:22])[CH:18]=2)[CH2:13][CH2:12]1.[ClH:34]>CO>[ClH:34].[CH:25]1[C:26]2[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:32]=[CH:33][C:24]=1[S:21]([NH:20][C:17]1[CH:18]=[C:19]2[C:14]([CH2:13][CH2:12][C:11]2=[N:5][NH:6][C:7](=[NH:9])[NH2:8])=[CH:15][CH:16]=1)(=[O:23])=[O:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 25135776HCID 25135776, compoundHCID 178513185HCID 178513185, compound

Product 1

HCID 178479523HCID 178479523, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Aminoguanidine hydrogencarbonate (45 mg, 0.33 mmol) was dissolved in 2 ml of 1 N HCl. A solution of N-(3-oxo-2,3-dihydro-1H-inden-5-yl)naphthalene-2-sulfonamide (100 mg, 0.30 mmol) in methanol (2 ml) was added and the mixture was heated to reflux for 1 hour. Then the mixture was concentrated in vacuo and the precipitated salt was crystallized from acetonitrile to give 48 mg (36%) of 2-{6-[(2-naphthylsulfonyl)amino]-2,3-dihydro-1H-inden-1-ylidene}hydrazinecarboximidamide hydrochloride.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 1 hour
  3. concentrationThen the mixture was concentrated in vacuo
  4. customthe precipitated salt was crystallized from acetonitrile

Sources & evidence

ORD record
ord-db28fb82c85248d69957077bb4e6c8b0
Source dataset
uspto-grants-2012_03
Patent number
US08138210B2

Reaction notes

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