Hydrochloric Acid → HCID 21327260, compound

HRID 614833Notes

Reaction equation

HRID 614833 reaction equation
[ClH:1].[NH2:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][CH:6]=[CH:5][C:4]=1[O:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([CH2:22][O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:18][CH2:17]1.C(O)C.Cl.[Cl-].[Cl-].[Cl-].NC1C(N)=CC=CC=1OCCCN1CCC(COC2C=CC=CC=2)CC1>[Pt]=O.O>[ClH:1].[ClH:1].[ClH:1].[NH2:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[O:12][CH2:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([CH2:22][O:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:18][CH2:17]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 21327308HCID 21327308, compoundHCID 21327321HCID 21327321, compound

Product 1

HCID 21327260HCID 21327260, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 962WaterSolvent

Procedure

A solution of 28.0 g. 2-amino-3-nitro-1-[3-(4-phenoxymethylpiperidino)-propoxy]-benzene hydrochloride in 600 ml. ethanol and 200 ml. water is hydrogenated at ambient temperature and atmospheric pressure in the presence of 0.4 g. platinum oxide. After filtration, the filtrate obtained is acidified with dilute hydrochloric acid, evaporated and the evaporation residue dissolved in ethanol/ethyl acetate. There are obtained 21.4 g. (70% of theory) 2,3-diamino-1-[3-(4-phenoxymethylpiperidino)-propoxy]-benzene trichloride in the form of an amorphous salt.

Workup

  1. customis hydrogenated at ambient temperature
  2. filtrationAfter filtration
  3. customthe filtrate obtained
  4. customevaporated
  5. dissolutionthe evaporation residue dissolved in ethanol/ethyl acetate
  6. customThere are obtained 21.4 g

Sources & evidence

ORD record
ord-de0e7ecdf19f45cfabe90ab0a22dd13c
Source dataset
uspto-grants-1979_03
Patent number
US04146630

Reaction notes

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