Hydrochloric Acid → HCID 20133950, compound

HRID 580540Notes

Reaction equation

HRID 580540 reaction equation
[OH-].[K+].[CH3:3][N:4]1[C:11](=[O:12])[CH:10]([C:13](=[O:22])[NH:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)[C:8](=[O:9])[N:7]([CH3:23])[C:5]1=[O:6].Cl[C:25]1[N:26]=[N:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=1.Cl>C1(C)C=CC=CC=1.CS(C)=O.O>[CH3:23][N:7]1[C:8](=[O:9])[CH:10]([C:13](=[O:22])[NH:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][C:25]3[N:26]=[N:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=3)=[CH:17][CH:16]=2)[C:11](=[O:12])[N:4]([CH3:3])[C:5]1=[O:6]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 744033-Chloro-6-methoxypyridazineHCID 20133992HCID 20133992, compound

Product 1

HCID 20133950HCID 20133950, compound

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent2×HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

4.0 g (0.06 mole) of 85% KOH are added to 8.7 g (0.03 mole) of 1,3-dimethyl-5-(4-hydroxyphenylcarbamoyl)barbituric acid in 70 ml of toluene and 50 ml of dimethyl sulfoxide. The mixture is dewatered with a water separator at reflux temperature. After the toluene has been distilled off, 4.3 g (0.03 mole) of 3-chloro-6-methoxypyridazine are added. The bath temperature is increased gradually until a temperature in the range from 120° to 140° C. is reached, and the mixture is kept at this temperature for 2 hours. The mixture is then cooled to 80° C., neutralised with dilute hydrochloric acid, cooled to room temperature and diluted with water. The precipitate is isolated by filtration, washed with water and dried.

Workup

  1. temperatureat reflux temperature
  2. distillationAfter the toluene has been distilled off
  3. temperatureThe bath temperature is increased gradually until a temperature in the range from 120° to 140° C.
  4. temperaturecooled to room temperature
  5. customThe precipitate is isolated by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-695829cf598e466c933a631c6720cafa
Source dataset
uspto-grants-1988_06
Patent number
US04753940

Reaction notes

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