5-Chloro-2-nitrobenzoic acid → HCID 28400013, compound

HRID 655684Notes

Reaction equation

HRID 655684 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:10](Cl)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-:3])=[O:2].[CH3:14][N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>C(OCC)(=O)C>[N+:1]([C:4]1[CH:12]=[CH:11][C:10]([N:18]2[CH2:19][CH2:20][N:15]([CH3:14])[CH2:16][CH2:17]2)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 172865-Chloro-2-nitrobenzoic acidHCID 531671-Methylpiperazine

Product 1

HCID 28400013HCID 28400013, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

The mixture of 10 g of 2-nitro-5-chlorobenzoic acid and 30 mL of N-methylpiperazine is stirred at 120° C. for 6 hours. To the reaction mixture 150 mL of ethyl acetate is added. The precipitated yellow crystalline material is filtered off, dissolved in 15 mL of water. The pH of the mixture is adjusted to 6 with acetic acid. The precipitated material is filtered off, washed with water and dried, to obtain 11.2 g of the title compound. m.p.: 212° C.

Workup

  1. filtrationThe precipitated yellow crystalline material is filtered off
  2. dissolutiondissolved in 15 mL of water
  3. filtrationThe precipitated material is filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-09ade3be00d14357bf8fd4c9e28ee5bd
Source dataset
uspto-grants-2011_12
Patent number
US08071601B2

Reaction notes

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