Acetic Acid → HCID 13518759, compound

HRID 370445Notes

Reaction equation

HRID 370445 reaction equation
[Cl:1][C:2]1[C:11]2[CH:10]3[CH2:12][CH:7]([CH2:8][CH2:9]3)[C:6]=2[C:5]([NH:13][NH2:14])=[N:4][N:3]=1.[C:15](O)(=O)[CH3:16]>>[Cl:1][C:2]1[C:11]2[CH:10]3[CH2:12][CH:7]([CH2:8][CH2:9]3)[C:6]=2[C:5]2=[N:13][N:14]=[C:15]([CH3:16])[N:4]2[N:3]=1

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 1351875679363-60-3

Product 1

HCID 13518759HCID 13518759, compoundYield 84%

Procedure

In a procedure similar to that of Example 5, 1-chloro-4-hydrazino-5,6,7,8-tetrahydro-5,8-methanophthalazine (25.0 grams, 0.119 mol) was mixed with 150 milliliters of acetic acid, and the mixture was heated at the boiling temperature under reflux for two hours. The reaction mixture was concentrated and the residue taken up in aqueous sodium bicarbonate. The resulting precipitate was collected, washed with water and air-dried to yield 23.4 grams (84 percent yield) of 6-chloro-7,8,9,10-tetrahydro-3-methyl-7,10-methano(1,2,4)triazolo[3,4-a]phthalazine. After recrystallization from benzene-hexane this product melted at 137°-138° C. Infrared spectroscopy and elemental analysis were consistent with the named structure.

Workup

  1. temperaturethe mixture was heated at the boiling temperature
  2. temperatureunder reflux for two hours
  3. concentrationThe reaction mixture was concentrated
  4. customThe resulting precipitate was collected
  5. washwashed with water
  6. customair-dried

Sources & evidence

ORD record
ord-6be58c0b4ce245a5b0eee4506ced421b
Source dataset
uspto-grants-1985_07
Patent number
US04526890

Reaction notes

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