N-(2H-1,3-Benzodioxol-5-yl)-3-nitropyridin-2-amine → HCID 12445395, compound

HRID 614332Notes

Reaction equation

HRID 614332 reaction equation
[CH2:1]1[O:19][C:18]2[CH:17]=[CH:16][C:5]([NH:6][C:7]3[C:12]([N+:13]([O-])=O)=[CH:11][CH:10]=[CH:9][N:8]=3)=[CH:4][C:3]=2[O:2]1>CO>[NH2:13][C:12]1[C:7]([NH:6][C:5]2[CH:16]=[CH:17][C:18]3[O:19][CH2:1][O:2][C:3]=3[CH:4]=2)=[N:8][CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 12445382N-(2H-1,3-Benzodioxol-5-yl)-3-nitropyridin-2-amine

Product 1

HCID 12445395HCID 12445395, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The crude nitro compound from Step A (11.5 g.) was hydrogenated in 175 ml. of methanol using 0.5 g. of 5% palladium on carbon as catalyst, the theoretical amount of hydrogen being consumed in 16 hours. The catalyst was removed on a filter. The filtrate was concentrated in vacuo and the dark residue was extracted with 75 ml. of 2.5 N hydrochloric acid and 75 ml. of water. The crude solution was used directly in the next step.

Workup

  1. customof 5% palladium on carbon as catalyst, the theoretical amount of hydrogen being consumed in 16 hours
  2. customThe catalyst was removed on a filter
  3. concentrationThe filtrate was concentrated in vacuo
  4. extractionthe dark residue was extracted with 75 ml

Sources & evidence

ORD record
ord-fb65a63f7cb64022b366869b9557d746
Source dataset
uspto-grants-1979_03
Patent number
US04144341

Reaction notes

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