Methylhydrazine → HCID 12582663, compound

HRID 1075901Notes

Reaction equation

HRID 1075901 reaction equation
[C:1]([N:9]1[CH2:19][CH2:18][C:12]2[N:13]=[N:14][C:15](Cl)=[CH:16][C:11]=2[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][NH:21][NH2:22]>>[C:1]([N:9]1[CH2:19][CH2:18][C:12]2[N:13]=[N:14][C:15]([N:21]([CH3:20])[NH2:22])=[CH:16][C:11]=2[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6061MethylhydrazineHCID 12582765HCID 12582765, compound

Product 1

HCID 12582663HCID 12582663, compound

Procedure

13.7 g of 6-benzoyl-3-chloro-5,6,7,8-tetrahydropyrido[4,3-c]pyridazine in 40 cc of methyl hydrazine are stirred at a bath temperature of 50° for 61/2 hours. The oil resulting after concentrating the reaction solution is dissolved in 200 cc of chloroform, the solution is dried with sodium sulphate and again concentrated to an oil. This is boiled for a short time with 12.0 g of gentisic acid in 100 cc of methanol on a water bath. After concentrating the solution to approximately 2/3 of its volume, and cooling with ice, the bisgentisinate of the title compound precipitates. M.P. 166°-168° (decomp., from absolute ethanol).

Workup

  1. customThe oil resulting
  2. concentrationafter concentrating the reaction solution
  3. dissolutionis dissolved in 200 cc of chloroform
  4. dry with materialthe solution is dried with sodium sulphate
  5. concentrationagain concentrated to an oil
  6. customThis is boiled for a short time with 12.0 g of gentisic acid in 100 cc of methanol on a water bath
  7. concentrationAfter concentrating the solution to approximately 2/3 of its volume
  8. temperaturecooling with ice
  9. customthe bisgentisinate of the title compound precipitates

Sources & evidence

ORD record
ord-b64277fb5f264913ba03aaa3e14dfda2
Source dataset
uspto-grants-1976_05
Patent number
US03954754

Reaction notes

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