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

HRID 2386596Notes

Reaction equation

HRID 2386596 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-1a7a7881f5114edba5a7ea7f99f57714
Source dataset
uspto-grants-2012_09
Patent number
US08268838B2

Reaction notes

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