Sodium Carbonate → HCID 2800351, compound

HRID 1534718Notes

Reaction equation

HRID 1534718 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-3088d58c24bc4906a72471512d481f32
Source dataset
uspto-grants-1992_02
Patent number
USRE033833

Reaction notes

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