Methyl 3-amino-4-hydroxybenzoate → HCID 18670160, compound

HRID 1059304Notes

Reaction equation

HRID 1059304 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6].Cl[C:14]1[C:19](Cl)=[N:18][CH:17]=[CH:16][N:15]=1>CN(C)C=O>[N:15]1[C:16]2[NH:1][C:2]3[CH:3]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[CH:9]=[CH:10][C:11]=3[O:12][C:17]=2[N:18]=[CH:19][CH:14]=1

Participants

4

Reactant 2

HCID 10815Methyl 3-amino-4-hydroxybenzoateHCID 785752,3-Dichloropyrazine

Product 1

HCID 18670160HCID 18670160, compoundYield 74.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
160 °C

Procedure

21.3 g of methyl 3-amino-4-hydroxybenzoate and 23 g of 2,3-dichloropyrazine were added to 40 ml of dry N,N-dimethylformamide and the resulting mixture was stirred under heating to 160° C. for 6 hours. Then the reaction mixture was brought back to room temperature and the crystals thus precipitated were taken up by filtration and washed with ethyl acetate. Thus 23 g of the title compound was obtained as brown crystals.

Workup

  1. customwas brought back to room temperature
  2. customthe crystals thus precipitated
  3. filtrationwere taken up by filtration
  4. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-c253a70fe10648fc9b537d3b547bfaf5
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

Loading…