4-Chloroaniline → 7-Acetamino-1-(4-chloroanilino)-4-(4-pyridylmethyl)phthalazine hydrochloride

HRID 49872Notes

Reaction equation

HRID 49872 reaction equation
[NH:1]([C:5]1[CH:14]=[C:13]2[C:8]([C:9]([CH2:16][C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=[N:10][N:11]=[C:12]2[Cl:15])=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].[Cl:23][C:24]1[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=1>C(O)CCC>[ClH:15].[NH:1]([C:5]1[CH:14]=[C:13]2[C:8]([C:9]([CH2:16][C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=[N:10][N:11]=[C:12]2[NH:28][C:27]2[CH:29]=[CH:30][C:24]([Cl:23])=[CH:25][CH:26]=2)=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3]

Participants

4

Reactant 2

HCID 78124-ChloroanilineHCID 227419517-Acetamino-1-chloro-4-(4-pyridylmethyl)phthalazine

Product 1

HCID 227419987-Acetamino-1-(4-chloroanilino)-4-(4-pyridylmethyl)phthalazine hydrochloride

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Under exclusion of air, 207 mg (0.66 mmol) 7-acetamino-1-chloro-4-(4-pyridylmethyl)-phthalazine is heated to boiling for 4 h in 2.7 ml 1-butanol with 253 mg (1.98 mmol) 4-chloroaniline. After cooling, the dark suspension is filtered off, washed with 1-butanol and ethanol, and dried to obtain title compound: m.p.: 260-265° C.; HPLC: tRet(Grad5-40)=10.9; FAB MS (M+H)+=404.

Workup

  1. temperatureAfter cooling
  2. filtrationthe dark suspension is filtered off
  3. washwashed with 1-butanol and ethanol
  4. customdried

Sources & evidence

ORD record
ord-1608a32620a240468fb20115e0b829c3
Source dataset
uspto-grants-2004_03
Patent number
US06710047B2

Reaction notes

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