Ici 109,081 → HCID 178429395, compound

HRID 1088216Notes

Reaction equation

HRID 1088216 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.[CH3:16][C:17]1[N:22]=[C:21](SC)[NH:20][C:19](=[O:25])[CH:18]=1>N1C=CC=CC=1>[CH3:16][C:17]1[NH:22][C:21]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([C:8]3[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=3)=[CH:4][CH:3]=2)=[N:20][C:19](=[O:25])[CH:18]=1

Participants

4

Reactant 2

HCID 161928Ici 109,081HCID 1354005076-Methyl-2-(methylsulfanyl)pyrimidin-4(1H)-one

Product 1

HCID 178429395HCID 178429395, compoundYield 34.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A stirred mixture of 6-(4-aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (2.6 g) and 6-methyl-2-methylthiopyrimidin-4-one (3 g) in dry pyridine (40 ml) was heated under reflux for 72 hours. The volume was reduced by evaporation and the crude product (3.16 g) was collected and washed with ethanol. Recrystallisation twice from dimethylformamide gave the title compound (1.39 g), m.p. 314°-318° C. (dec).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 72 hours
  3. customThe volume was reduced by evaporation
  4. customthe crude product (3.16 g) was collected
  5. washwashed with ethanol
  6. customRecrystallisation twice from dimethylformamide

Sources & evidence

ORD record
ord-b27bd04a58ad4ab5b04152edb691ad20
Source dataset
uspto-grants-1990_10
Patent number
US04962110

Reaction notes

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