Ethyl chloroformate → HCID 20326529, compound

HRID 372722Notes

Reaction equation

HRID 372722 reaction equation
C[C:2]1[CH:3]=[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=2)[N:5]=[N:6][C:7]=1[N:8]([CH3:10])[NH2:9].[CH:20](N(C(C)C)CC)(C)C.Cl[C:30]([O:32][CH2:33][CH3:34])=[O:31]>O1CCOCC1>[CH3:10][N:8]([C:7]1[N:6]=[N:5][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=2)=[C:3]([CH3:20])[CH:2]=1)[NH:9][C:30]([O:32][CH2:33][CH3:34])=[O:31]

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 81531DiisopropylethylamineHCID 20326523HCID 20326523, compound

Product 1

HCID 20326529HCID 20326529, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1.6 g. of 5-methyl-3-(m-nitrophenyl)-6-(1-methylhydrazino)pyridazine, 1.03 g. of diisopropylethylamine and 40 ml. of dioxane in a 100 ml. round bottom flask is warmed slightly until solution takes place. A 0.75 g. portion of ethyl chloroformate is pipetted into the solution for one hour and then the dioxane is removed on a rotating evaporator. The product is obtained after recrystallization from acetone-petroleum ether, m.p. 142°-144° C.

Workup

  1. additionA mixture of 1.6 g
  2. temperatureround bottom flask is warmed slightly until solution
  3. customthe dioxane is removed on a rotating evaporator
  4. customThe product is obtained
  5. customafter recrystallization from acetone-petroleum ether, m.p. 142°-144° C.

Sources & evidence

ORD record
ord-6a998e07f00240c3a33ecc8301a1a730
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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