Aniline → HCID 10658048, compound

HRID 1514338Notes

Reaction equation

HRID 1514338 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:8][C:9]1[N:17]=[C:16]2[C:12]([NH:13][CH:14]=[N:15]2)=[C:11](Cl)[N:10]=1>C(O)CC>[Cl:8][C:9]1[N:17]=[C:16]2[C:12]([NH:13][CH:14]=[N:15]2)=[C:11]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:10]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 53244122,6-Dichloropurine

Product 1

HCID 10658048HCID 10658048, compound

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Conditions

Temperature
100 °C

Procedure

Aniline (4.66 g; 0.05 mol) was added to a suspension of 2,6-dichloropurine (5.67 g; 0.03 mol) in n-propanol (60 ml) and N,N-ethyldiisopropylamine (6.44 g; 0.05 mol) was added. The reaction mixture was stirred at 100° C. for 4 hours. After cooling to room temperature the precipitate was filtered off, washed with n-propanol (2×10 ml) and water (3×10 ml) and dried in the drying oven at 60° C. into constant weight. Yield: 6.26 g yellowish substance (84.9%). TLC (chloroform-methanol; 85:15): one single spot; free of the starting material, HPLC purity: 98+%

Workup

  1. additionwas added
  2. temperatureAfter cooling to room temperature the precipitate
  3. filtrationwas filtered off
  4. washwashed with n-propanol (2×10 ml) and water (3×10 ml)
  5. customdried in the drying oven at 60° C. into constant weight

Sources & evidence

ORD record
ord-1a5abbb3b0734874b844134ab8f4d8b2
Source dataset
uspto-grants-2012_07
Patent number
US08222260B2

Reaction notes

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