Carbon Dioxide → HCID 21510124, compound

HRID 1576857Notes

Reaction equation

HRID 1576857 reaction equation
[ClH:1].[Cl:2][C:3]1[CH:17]=[CH:16][CH:15]=[CH:14][C:4]=1[CH:5]([NH:10][CH2:11][CH2:12][OH:13])[CH2:6][N+:7]([O-])=O.C(=O)=O>[Ni].CO>[ClH:2].[ClH:1].[NH2:7][CH2:6][CH:5]([NH:10][CH2:11][CH2:12][OH:13])[C:4]1[CH:14]=[CH:15][CH:16]=[CH:17][C:3]=1[Cl:2]

Participants

5

Reactant 2

HCID 280Carbon Dioxide2×HCID 21510121HCID 21510121, compound

Product 1

HCID 21510124HCID 21510124, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a mixture of 26 parts of 2-{N-[o-chloro-α-(nitromethyl)benzyl]amino}ethanol hydrochloride and 2 parts of Raney-Nickel catalyst is added 120 parts of methanol (cooled in a mixture of methaol/carbon dioxide), followed by the addition of 20 parts of carbon dioxide. The whole is hydrogenated at 50 lbs./sq. inch pressure over 2 hours. The catalyst is filtered off and the filtrate is acidified with an excess of 2-propanol previously saturated with gaseous hydrogen chloride. The precipitated salt is filtered off, washed with methanol and dried, yielding 2-{N-[α-(aminomethyl)-o-chlorobenzyl]amino}ethanol dihydrochloride.

Workup

  1. filtrationThe catalyst is filtered off
  2. filtrationThe precipitated salt is filtered off
  3. washwashed with methanol
  4. customdried

Sources & evidence

ORD record
ord-9d1d10eba192450d951ab5228a5385ca
Source dataset
uspto-grants-1976_09
Patent number
US03983133

Reaction notes

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