1,2-Dibromoethane → HCID 14099436, compound

HRID 569780Notes

Reaction equation

HRID 569780 reaction equation
[O:1]=[C:2]1[NH:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14](=[S:16])[NH2:15])=[CH:10][CH:9]=2)[CH:4]=[CH:3]1.Br[CH2:18][CH2:19]Br.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[S:16]1[CH2:19][CH2:18][N:15]=[C:14]1[C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH2:4][CH2:3][C:2](=[O:1])[NH:7][N:6]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 20146325HCID 20146325, compound

Product 1

HCID 14099436HCID 14099436, compoundYield 30.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3.5 g of 4-(1,6-dihydro-6-oxo-3-pyridazinyl)benzenecarbothioamide, 3.1 g of 1,2-dibromoethane in 75 ml of DMF containing 4.2 g of K2CO3 is heated on a steambath for three hours. The inorganic salts are filtered and the filtrate is evaporated under reduced pressure. The residue is crystallized from ethanol/tetrahydrofuran to yield 1.2 g of the product, 6-[4-(4,5-dihydro-2-thiazolyl)phenyl]-4,5-dihydro3(2H)-pyridazinone mp 236°-238° C.

Workup

  1. filtrationThe inorganic salts are filtered
  2. customthe filtrate is evaporated under reduced pressure
  3. customThe residue is crystallized from ethanol/tetrahydrofuran

Sources & evidence

ORD record
ord-cb2636b2e2a94f24965bf6f9d8d36a9a
Source dataset
uspto-grants-1988_03
Patent number
US04734415

Reaction notes

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