1-Butanol → Methyl 3-[6-(m-nitrophenyl)-5-methyl-3-pyridazinyl]carbazate

HRID 372728Notes

Reaction equation

HRID 372728 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[N:15]=[N:14][C:13](Cl)=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[C:17]([O:21][CH3:22])(=[O:20])[NH:18][NH2:19].[CH2:23](O)CCC>>[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[N:15]=[N:14][C:13]([NH:19][NH:18][C:17]([O:21][CH3:22])=[O:20])=[CH:12][C:11]=2[CH3:23])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 2631-ButanolHCID 80519Methyl carbazateHCID 122575043-Chloro-6-(3-nitrophenyl)pyridazine

Product 1

HCID 20326495Methyl 3-[6-(m-nitrophenyl)-5-methyl-3-pyridazinyl]carbazate

Procedure

A mixture of 11.4 g. of 6-(m-nitrophenyl)-3-chloropyridazine, 8.25 g. of methyl carbazate and 150 ml. of n-butanol is refluxed for 3 hours. The solvent is removed and the oily redisue stirred with cold water. The solid is filtered to give 11.5 g. of crystals which are recrystallized from methanol-petroleum ether to give off-white crystals, m.p. 198°-199° C.

Workup

  1. additionA mixture of 11.4 g
  2. customThe solvent is removed
  3. filtrationThe solid is filtered
  4. customto give 11.5 g
  5. customof crystals which are recrystallized from methanol-petroleum ether
  6. customto give off-white crystals, m.p. 198°-199° C.

Sources & evidence

ORD record
ord-929d0c01f7844e23b928c2328b083b4e
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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