Aniline → HCID 13131705, compound

HRID 443390Notes

Reaction equation

HRID 443390 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.[NH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CO>[C:18]1([NH:17][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:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 15584879HCID 15584879, compound

Product 1

HCID 13131705HCID 13131705, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 800 ml of methanol 100.0 g. (0.348 mole) of 9-bromo-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid and 100 cm3 of aniline are added. 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. 64.0 g. (61.4%) of 9-(phenyl-amino)-6-methyl-4-oxo-6,7-dihydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid is obtained which melts at 172°-173° 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-1b209f444bac478dbdcf9d27a19bf9d0
Source dataset
uspto-grants-1981_04
Patent number
US04260612

Reaction notes

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