Aniline → 2-Chloro-6-anilino-9-isopropylpurine

HRID 361881Notes

Reaction equation

HRID 361881 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH3:13])[CH3:12])=[C:4](Cl)[N:3]=1.[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)CCC.CCOC(C)=O>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH3:13])[CH3:12])=[C:4]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:3]=1

Participants

5

Reactant 2

HCID 6115AnilineHCID 112184902,6-dichloro-9-(propan-2-yl)-9H-purine

Product 1

HCID 219518392-Chloro-6-anilino-9-isopropylpurine

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

2,6-dichloro-9-isopropylpurine (0.019 g, 0.081 mmol) was dissolved in butanol (0.5 ml) and aniline (0.044 ml, 0.244 mmol) was added. The reaction mixture was heated to 120° C. for 10 hr, cooled, diluted with EtOAc and washed 3 times with water. The mixture was dried over MgSO4 and concentrated to an off white solid.

Workup

  1. temperaturecooled
  2. washwashed 3 times with water
  3. dry with materialThe mixture was dried over MgSO4
  4. concentrationconcentrated to an off white solid

Sources & evidence

ORD record
ord-943d2e0a209749b3bce63c83c715e21b
Source dataset
uspto-grants-1999_02
Patent number
US05866702

Reaction notes

Loading…