Sodium Carbonate → HCID 2800351, compound

HRID 845770Notes

Reaction equation

HRID 845770 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][NH2:18].C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C(=O)C>[N+:8]([C:7]1[C:2]([NH:18][CH2:17][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][N:11]=2)=[N:3][CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 195092-PyridinemethanamineHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 2800351HCID 2800351, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 50 parts of 2-chloro-3-nitropyridine, 32.5 parts of 2-pyridinemethanamine, 53 parts of sodium carbonate and 675 parts of N,N-dimethylacetamide was stirred for 1 hour at 100° C. The reaction mixture was cooled and filtered over Hyflo. The filtrate was poured onto 1000 parts of water and the whole was stirred overnight at room temperature. The product was filtered off and dried, yielding 56.4 parts of N-(3-nitro-2-pyridinyl)-2-pyridinemethanamine; mp. 113.6° C. (intermediate 3).

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered over Hyflo
  3. additionThe filtrate was poured onto 1000 parts of water
  4. stirringthe whole was stirred overnight at room temperature
  5. filtrationThe product was filtered off
  6. customdried

Sources & evidence

ORD record
ord-d39c5758d7cd4a5db7eddb29c0933299
Source dataset
uspto-grants-1988_07
Patent number
US04760074

Reaction notes

Loading…