P-Anisidine → HCID 22125035, compound

HRID 1858205Notes

Reaction equation

HRID 1858205 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH2:18][C:17]2[C:12](=[N:13][C:14](S(C)(=O)=O)=[N:15][CH:16]=2)[N:11]([CH3:23])[C:10]1=[O:24].[CH3:25][O:26][C:27]1[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=1>Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH2:18][C:17]2[C:12](=[N:13][C:14]([NH:31][C:30]3[CH:32]=[CH:33][C:27]([O:26][CH3:25])=[CH:28][CH:29]=3)=[N:15][CH:16]=2)[N:11]([CH3:23])[C:10]1=[O:24]

Participants

4

Reactant 2

HCID 7732P-AnisidineHCID 184254443-(2,6-dichlorophenyl)-7-methanesulfonyl-1-methyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one

Product 1

HCID 22125035HCID 22125035, compoundYield 40.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 100 mg (0.26 mmol) of 3-(2,6-dichlorophenyl)-7-methane-sulfonyl-3,4-dihydro-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one and 0.32 ml (2.6 mmol) of 4-methoxyaniline was heated at 60° C. for 4 hours and then cooled. 10 ml of 2M aqueous hydrochloric acid were added to the residue. The precipitated yellow solid was filtered off, washed in sequence with 2M aqueous hydrochloric acid, water and diethyl ether and then dried to give 45 mg (40%) of 3-(2,6-dichlorophenyl)-3,4-dihydro-7-(4-methoxyanilino)-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one as a yellow solid of melting point 175° C. (decomposition).

Workup

  1. temperaturecooled
  2. filtrationThe precipitated yellow solid was filtered off
  3. washwashed in sequence with 2M aqueous hydrochloric acid, water and diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-d43d24f49090470bb0d6286b4a9c0d19
Source dataset
uspto-grants-2000_11
Patent number
US06150373

Reaction notes

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