Water → (4-Chloro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)amine

HRID 1809242Notes

Reaction equation

HRID 1809242 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH3:11])=[C:4]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[N:3]=1.O.[NH2:21][NH2:22].O>O1CCCC1>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([NH:12][C:4]2[N:3]=[C:2]([NH:21][NH2:22])[N:10]=[C:9]3[C:5]=2[N:6]=[CH:7][N:8]3[CH3:11])=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 592936372-Chloro-N-(4-chlorophenyl)-9-methyl-9H-purin-6-amine

Product 1

HCID 59293633(4-Chloro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)amineYield 90.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(2-Chloro-9-methyl-9H-purin-6-yl)-(4-chloro-phenyl)-amine (3.58 g, 12.1 mmol) was dissolved in tetrahydrofuran (50 mL). Hydrazine monohydrate (26 mL, 536 mmol) was added and the reaction mixture was heated to reflux over night. The next day water was added and the resulting solid was collected by filtration, washed with water and dried to give (4-chloro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)-amine (3.16 g, 90%) as a white crystalline compound.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux over night
  3. filtrationthe resulting solid was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-e39e35ad29f54a47ab787ac400df6cb8
Source dataset
uspto-grants-2013_01
Patent number
US08362024B2

Reaction notes

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