Acetaldehyde → HCID 86741805, compound

HRID 893660Notes

Reaction equation

HRID 893660 reaction equation
[N+:1]([C:4]1[C:5]([NH:10]CC2C=CC=CN=2)=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O.S1[CH:22]=[CH:21][CH:20]=[CH:19]1.[NH3:23].[H][H].[CH:26](=O)[CH3:27]>[Pt].CO>[N:23]#[N:1].[N:23]1[CH:22]=[CH:21][CH:20]=[CH:19][C:26]=1[CH2:27][C:9]1[CH:8]=[CH:7][N:6]=[C:5]([NH2:10])[C:4]=1[NH2:1]

Participants

8

Reactant 5

HCID 177AcetaldehydeHCID 222AmmoniaHCID 8030ThiopheneHCID 2800351HCID 2800351, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86741805HCID 86741805, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 56 parts of N-(3-nitro-2-pyridinyl)-2-pyridinemethanamine, 2 parts of a solution of thiophene in ethanone 4% and 400 parts of methanol saturated with ammonia was hydrogenated at normal pressure and at room temperature with 4 parts of platinum-on-charcoal catalyst 5%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was crystallized from acetonitrile, yielding 43.5 parts of N2 -(2-pyridinylmethyl)-2,3-pyridinediamine; mp. 134.9° C. (intermediate 14).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was crystallized from acetonitrile

Sources & evidence

ORD record
ord-3ee394b5e2604cf6bf8b776d0b5dfd77
Source dataset
uspto-grants-1992_06
Patent number
US05126339

Reaction notes

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