Formic Acid → HCID 13518767, compound

HRID 370447Notes

Reaction equation

HRID 370447 reaction equation
[Cl:1][C:2]1[C:11]2[CH:10]3[CH2:12][CH2:13][CH:7]([CH2:8][CH2:9]3)[C:6]=2[C:5]([NH:14][NH2:15])=[N:4][N:3]=1.[CH:16](O)=O>>[Cl:1][C:2]1[C:11]2[CH:10]3[CH2:9][CH2:8][CH:7]([CH2:13][CH2:12]3)[C:6]=2[C:5]2=[N:14][N:15]=[CH:16][N:4]2[N:3]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 110205581-Chloro-4-hydrazinyl-5,6,7,8-tetrahydro-5,8-ethanophthalazine

Product 1

HCID 13518767HCID 13518767, compoundYield 88%

Procedure

1-Chloro-4-hydrazino-5,6,7,8-tetrahydro-5,8-ethanophthalazine (2.5 grams, 0.111 mol) was mixed with 150 milliliters of formic acid. The mixture was heated at the boiling temperature under reflux for 2 hours, then evaporated to dryness. The residue was triturated with saturated aqueous sodium bicarbonate. The resulting white solid was collected, washed with water and air dried to yield 23.0 grams (88% yield) of 6-chloro-7,8,9,10-tetrahydro-7,10-ethano(1,2,4)triazolo[3,4-a]phthalazine, melting at 137°-140° C. After recrystallization from a mixture of benzene and hexane the purified product melted at 140.5°-141° C. Infrared spectroscopy and elemental analysis confirmed the designated structure.

Workup

  1. temperatureThe mixture was heated at the boiling temperature
  2. temperatureunder reflux for 2 hours
  3. customevaporated to dryness
  4. customThe residue was triturated with saturated aqueous sodium bicarbonate
  5. customThe resulting white solid was collected
  6. washwashed with water and air
  7. customdried

Sources & evidence

ORD record
ord-96d163f016d949989ca8a84675001844
Source dataset
uspto-grants-1985_07
Patent number
US04526890

Reaction notes

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