Dimethylamine → N,N-Dimethyl-7,8,9,10-tetrahydrotetrazolo[5,1-a]phthalazin-6-amine

HRID 1980088Notes

Reaction equation

HRID 1980088 reaction equation
Cl[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]2=[N:12][N:13]=[N:14][N:4]2[N:3]=1.[CH3:15][NH:16][CH3:17]>CO>[CH3:15][N:16]([CH3:17])[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]2=[N:12][N:13]=[N:14][N:4]2[N:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 133767996-Chloro-7,8,9,10-tetrahydrotetrazolo[5,1-a]phthalazine

Product 1

HCID 13376800N,N-Dimethyl-7,8,9,10-tetrahydrotetrazolo[5,1-a]phthalazin-6-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture was prepared from 6 g of 6-chloro-7,8,9,10-tetrahydrotetrazolo[5,1-a]phthalazine, 150 ml of methanol and 125 ml of 40% aqueous dimethylamine. This mixture was heated at reflux for 3 hours and then cooled. The precipitate which formed was separated by filtration and partitioned between methylene chloride and water. The organic layer was separated, dried over sodium sulfate, and concentrated to leave a residual solid. This was recrystallized from ethanol to give 6-dimethylamino-7,8,9,10-tetrahydrotetrazolo[5,1-a]phthalazine melting at about 239°-240° C.

Workup

  1. temperatureThis mixture was heated
  2. temperatureat reflux for 3 hours
  3. temperaturecooled
  4. customThe precipitate which formed
  5. customwas separated by filtration
  6. custompartitioned between methylene chloride and water
  7. customThe organic layer was separated
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated
  10. customto leave a residual solid
  11. customThis was recrystallized from ethanol

Sources & evidence

ORD record
ord-df05722a5b8544f08714fcde3ed78591
Source dataset
uspto-grants-1984_11
Patent number
US04485106

Reaction notes

Loading…