Acetic Acid → HCID 21436701, compound

HRID 2397848Notes

Reaction equation

HRID 2397848 reaction equation
[NH2:1][C:2]1(O)[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][NH:3]1.N/[C:11](=[CH:16]\[CH3:17])/[C:12](OC)=[O:13].C(O)(=[O:20])C>C(Cl)(Cl)Cl.O>[Br:8][C:5]1[CH:6]=[C:7]([OH:20])[C:2]2[N:3]([CH:4]=1)[C:12](=[O:13])[CH:11]=[C:16]([CH3:17])[N:1]=2

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 12743422HCID 12743422, compoundHCID 21436661HCID 21436661, compound

Product 1

HCID 21436701HCID 21436701, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

When a mixture of 189.0 g of 2-amino-5-bromo-2-pyridinol and 130.0 g of methyl 2-aminocrotonate is heated for 4 hours at an internal temperature of about 150°, a solid reaction product is formed. This solid is suspended in 2 liters of chloroform and 240 ml of water, and 20% aqueous acetic acid is added to adjust the aqueous phase to pH 5.5. The chloroform solution is separated, washed with saturated aqueous sodium chloride, dried, and concentrated to give 180.5 g of 7-bromo-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one.

Workup

  1. temperatureis heated for 4 hours at an internal temperature of about 150°
  2. customa solid reaction product
  3. customis formed
  4. customThe chloroform solution is separated
  5. washwashed with saturated aqueous sodium chloride
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-6821dd1dd07148e0aabfbc97b6a94862
Source dataset
uspto-grants-1977_05
Patent number
US04022897

Reaction notes

Loading…