Sulfuric Acid → HCID 13144513, compound

HRID 1660135Notes

Reaction equation

HRID 1660135 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]1[C:15](=[O:16])[N:7]2[CH2:8][CH:9]=[CH:10][CH:11]([C:12]([OH:14])=[O:13])[N:6]2[C:5]1=[O:17].ClCCl.S(=O)(=O)(O)O.[CH2:26]=[C:27]([CH3:29])[CH3:28]>O1CCOCC1.O>[Cl:1][CH2:2][CH2:3][N:4]1[C:15](=[O:16])[N:7]2[CH2:8][CH:9]=[CH:10][CH:11]([C:12]([O:14][C:27]([CH3:29])([CH3:28])[CH3:26])=[O:13])[N:6]2[C:5]1=[O:17]

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 6344DichloromethaneHCID 8255IsobutyleneHCID 13144512HCID 13144512, compound

Product 1

HCID 13144513HCID 13144513, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

0.1 mol of 2-(2-chloroethyl)-2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylic acid was dissolved in 500 ml of dioxan or dichloromethane. 12 ml of concentrated sulphuric acid were added and the mixture was then treated with 500 ml of isobutene. After stirring at room temperature for 4 days, the mixture was diluted with water and extracted with ether. The ether extracts were washed with 10% sodium carbonate solution, dried over magnesium sulphate and evaporated to give tert.butyl 2-(2-chloroethyl)-2,3,5,8-tetrahydro-1,3-dioxo-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylate of melting point 87°-88° C.

Workup

  1. extractionextracted with ether
  2. washThe ether extracts were washed with 10% sodium carbonate solution
  3. dry with materialdried over magnesium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-ca5387045831482fa070304936894127
Source dataset
uspto-grants-1981_12
Patent number
US04307094

Reaction notes

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