Potassium Carbonate → HCID 13887377, compound

HRID 569778Notes

Reaction equation

HRID 569778 reaction equation
[N:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH2:11][CH2:12][C:13](=[O:16])[NH:14][N:15]=2)=[CH:6][CH:5]=1)=[C:2]=[S:3].Br.Br[CH2:19][CH2:20][NH2:21].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[S:3]1[CH2:19][CH2:20][N:21]=[C:2]1[NH:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH2:11][CH2:12][C:13](=[O:16])[NH:14][N:15]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27742172-Bromoethylamine hydrobromideHCID 14099454HCID 14099454, compound

Product 1

HCID 13887377HCID 13887377, compoundYield 73.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 0.57 g of 4,5-dihydro-6-[4-(isothiocyano)phenyl]-3(2H)-pyridazinone, 0.51 g of 2-bromoethylamine hydrobromide and 0.34 g of anhydrous K2CO3 in 12 ml of DMF is heated at 80° C. for four hours. The reaction mixture is cooled, filtered, and the filtrate is concentrated under reduced pressure. The residue is treated with water, neutralized, and filtered to give 0.5 g of 6-[4-[(4,5-dihydro-2-thiazolyl)amino]phenyl]-4,5-dihydro-3(2H)-pyridazinone, mp 217°-218° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. additionThe residue is treated with water
  5. filtrationneutralized, and filtered

Sources & evidence

ORD record
ord-464bcebeaeba465fbd740cb594dd27da
Source dataset
uspto-grants-1988_03
Patent number
US04734415

Reaction notes

Loading…