Glycol monoethyl ether → HCID 23031990, compound

Reaction equation

Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH3:9])[N:3]=1.CC1NC(=O)CC(=O)N=1.C(OCCO)C.[NH2:25][C:26]1[CH:27]=[C:28]([OH:32])[CH:29]=[CH:30][CH:31]=1>>[CH3:9][C:4]1[N:5]=[C:6]([Cl:8])[CH:7]=[C:2]([NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([OH:32])[CH:27]=2)[N:3]=1

Participants

Reactant 4

HCID 8076Glycol monoethyl ether

HCID 115683-Aminophenol

HCID 2349974,6-Dichloro-2-methylpyrimidine

HCID 5809242-Methyl-4,6-pyrimidinedione

Product 1

HCID 23031990HCID 23031990, compound

Conditions

Temperature: 130 °C

Procedure

4,6-dichloro-2-methylpyrimidine (1.63 g, 10.0 mmol) prepared based on the method described in Production Example 2A above using 2-methyl-1H-pyrimidine-4,6-dione instead of the 2-ethyl-1H-pyrimidine-4,6-dione, was slowly added to a 2-ethoxyethanol (5.0 mL) solution of 3-aminophenol (1.09 g, 10.0 mmol) and the reaction mixture heated for 4 hours at 130° C. The reaction was monitored by thin layer chromatography and, following the end of the reaction, the reaction mixture was cooled to room temperature and the precipitated white powder filtered off. The crude product filtered off was used in the subsequent reaction without further purification (1.76 g, crude yield 75%).