Sodium Bicarbonate → 2-[3-(3-Aminophenyl)phenylamino]-3-nitropyridine

HRID 1953410Notes

Reaction equation

HRID 1953410 reaction equation
C([NH:4][C:5]1[CH:6]=[C:7]([C:11]2[CH:12]=[C:13]([NH:17][C:18]3[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:14]=[CH:15][CH:16]=2)[CH:8]=[CH:9][CH:10]=1)(=O)C.C(=O)(O)[O-].[Na+]>Cl>[NH2:4][C:5]1[CH:6]=[C:7]([C:11]2[CH:12]=[C:13]([NH:17][C:18]3[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:14]=[CH:15][CH:16]=2)[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 227244202-[3-(3-Acetamidophenyl)phenylamino]-3-nitropyridine

Product 1

HCID 232981392-[3-(3-Aminophenyl)phenylamino]-3-nitropyridineYield 108.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 2-[3-(3-acetamidophenyl)phenylamino]-3-nitropyridine (10 g) in 3N hydrochloric acid (100 ml) was refluxed for 2 hours. The cold reaction was adjusted to pH 8 with saturated sodium bicarbonate solution and precipitated reddish crystals were collected, washed with water and dried to give 2-[3-(3-aminophenyl)phenylamino]-3-nitropyridine (9.53 g).

Workup

  1. customThe cold reaction
  2. customprecipitated reddish crystals
  3. customwere collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-81168846e7234685b30b56206904f71f
Source dataset
uspto-grants-2000_09
Patent number
US06117875

Reaction notes

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