Ethanol → 3-Ethoxy-7-chloro-benzo-1,2,4-triazine

HRID 1834023Notes

Reaction equation

HRID 1834023 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]2[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:6]=2[N:7]=1.[C-]#N.[Na+].[CH2:16]([OH:18])[CH3:17]>>[CH2:16]([O:18][C:2]1[N:3]=[N:4][C:5]2[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:6]=2[N:7]=1)[CH3:17]

Participants

4

Reactant 3

HCID 702EthanolHCID 8929Sodium CyanideHCID 205554783,7-Dichloro-1,2,4-benzotriazine

Product 1

HCID 213882453-Ethoxy-7-chloro-benzo-1,2,4-triazine

Procedure

A suspension of 20.2 g (0.1 mole) of 3,7-dichlorobenzo-1,2,4-triazine and 12.2 g (0.25 mole) of sodium cyanide in 200 ml of ethanol was boiled under reflux for 2 hours. The salts were filtered off and the filtrate was evaporated in vacuo. The residue was stirred with water and cooled in ice for some time. The crystallized mass was filtered off and recrystallized from wash benzine. 17.6 g, that is to say 84% of theory, of 3-ethoxy-7-chloro-benzo-1,2,4-triazine with a melting point of 90°-92° C were obtained.

Workup

  1. temperatureunder reflux for 2 hours
  2. filtrationThe salts were filtered off
  3. customthe filtrate was evaporated in vacuo
  4. temperaturecooled in ice for some time
  5. filtrationThe crystallized mass was filtered off
  6. customrecrystallized
  7. washfrom wash benzine

Sources & evidence

ORD record
ord-34c55ef53e50409ea70f87a65c8960be
Source dataset
uspto-grants-1978_01
Patent number
US04067981

Reaction notes

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