1,4-Dichlorobenzo[g]phthalazine → HCID 19699649, compound

HRID 862891Notes

Reaction equation

HRID 862891 reaction equation
[Cl:1][C:2]1[C:11]2[CH:10]=[C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]3=[CH:7][C:6]=2[C:5](Cl)=[N:4][N:3]=1>C(N)CCC>[ClH:1].[CH2:2]([NH:3][C:2]1[C:11]2[CH:10]=[C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]3=[CH:7][C:6]=2[C:5]([NH:4][CH2:5][CH2:6][CH2:7][CH3:8])=[N:4][N:3]=1)[CH2:11][CH2:10][CH3:9]

Participants

3

Reactant 1

HCID 153142771,4-Dichlorobenzo[g]phthalazine

Product 1

HCID 19699649HCID 19699649, compoundYield 112.9%

Reagents, catalysts & solvents 1

HCID 8007ButylamineSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 1,4-dichlorobenzo[g]phthalazine (9.23 mmol) and n-butylamine (20 mL) was heated in an autoclave at 130° C. for 12 h. After cooling to room temperature, the excess of n-butyl amine was evaporated to dryness under vacuum. When the residue was treated with acetone (100 mL) a yellow solid was formed. After being filtered off and dried it afforded 1.87 g (55% yield) of 1,4-bis(n-butylamino)benzo[g]phthalazine monohydrochloride. m.p. 195°-197° C.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe excess of n-butyl amine was evaporated to dryness under vacuum
  3. additionWhen the residue was treated with acetone (100 mL) a yellow solid
  4. customwas formed
  5. filtrationAfter being filtered off
  6. customdried it

Sources & evidence

ORD record
ord-22433bec48fb41509b1934ce986bd010
Source dataset
uspto-grants-1998_02
Patent number
US05719282

Reaction notes

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