Water → HCID 2823575, compound

HRID 1493562Notes

Reaction equation

HRID 1493562 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:11]([NH2:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[Na+].[Na+].O>C1(C)C=CC=CC=1>[CH2:11]([NH:18][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7504BenzylamineHCID 10340Sodium CarbonateHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 2823575HCID 2823575, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Grams 47.4 of 2-chloro-3-nitropyridine are refluxed for 2 hours in 600 ml toluene with 33 ml benzylamine and 31.8 g sodium carbonate. The reaction mixture is cooled to room temperature and 200 ml water are added thereto. The phases are separated, the organic phase evaporated to small volume, diluted with 400 ml isopropyl ether and kept under stirring for 30 minutes while cooling with water. It is filtered, washed with isopropyl ether, evaporated to dryness to give 46 g 2-benzylamino-3-nitropyridine melting at 81°-82° C.

Workup

  1. customThe phases are separated
  2. customthe organic phase evaporated to small volume
  3. additiondiluted with 400 ml isopropyl ether
  4. temperaturewhile cooling with water
  5. filtrationIt is filtered
  6. washwashed with isopropyl ether
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-7a23170401d3492eb4a5d3715b1282a3
Source dataset
uspto-grants-1991_06
Patent number
US05023256

Reaction notes

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