4-Bromoaniline → HCID 15584882, compound

HRID 443394Notes

Reaction equation

HRID 443394 reaction equation
Br[CH:2]1[C:7]2=[N:8][CH:9]=[C:10]([C:13]([OH:15])=[O:14])[C:11](=[O:12])[N:6]2[CH:5]([CH3:16])[CH2:4][CH2:3]1.[Br:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1>CO>[Br:17][C:18]1[CH:24]=[CH:23][C:21]([NH:22][C:2]2[C:7]3=[N:8][CH:9]=[C:10]([C:13]([OH:15])=[O:14])[C:11](=[O:12])[N:6]3[CH:5]([CH3:16])[CH2:4][CH:3]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 78074-BromoanilineHCID 15584879HCID 15584879, compound

Product 1

HCID 15584882HCID 15584882, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.0 g. (6.97 mmoles) of 9-bromo-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid and 1.72 g. of p-bromo-aniline are added to 20 cm3 methanol. The mixture is heated under stirring until a solution is obtained. The solution is cooled to room temperature and stirred for 2-3 days. The precipitated crystals are filtered and washed with methanol. 1.7 g. (64.6%) of 9-[(4-bromo-phenyl)-amino]-6-methyl-4-oxo-6,7-dihydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid is obtained which melts at 202°-204° C. after recrystallization from methanol.

Workup

  1. temperatureThe mixture is heated
  2. customis obtained
  3. stirringstirred for 2-3 days
  4. filtrationThe precipitated crystals are filtered
  5. washwashed with methanol

Sources & evidence

ORD record
ord-ed7971ef38d74666a5cbf271e3400bc0
Source dataset
uspto-grants-1981_04
Patent number
US04260612

Reaction notes

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