Acetic Anhydride → HCID 10149094, compound

HRID 2252276Notes

Reaction equation

HRID 2252276 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.C(N(CC)CC)C.[NH2:15][C:16]1[N:24]=[C:23]2[C:19]([NH:20][CH:21]=[N:22]2)=[C:18]([Cl:25])[N:17]=1>C1(C)C=CC=CC=1>[C:5]([N:22]1[CH:21]=[N:20][C:19]2[C:23]1=[N:24][C:16]([NH2:15])=[N:17][C:18]=2[Cl:25])(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 53603492-Amino-6-chloropurine

Product 1

HCID 10149094HCID 10149094, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 204.2 g (2.00 mol) of acetic anhydride, 202.4 g (2.00 mol) of triethylamine and 169.6 g (1.00 mol) of 2-amino-6-chloropurine was stirred at 80° C. for 1 hour. The resulting suspension was cooled at 25° C., and thereafter diluted with 400 mL of toluene, and the diluted solution was filtered. The resulting crystals were suspended in 300 mL of isopropanol, and the suspension was filtered again. The resulting crystals were dried at 60° C. under reduced pressure, to give 211.8 g of white powder of 9-acetyl-2-amino-6-chloropurine (yield 100%).

Workup

  1. temperatureThe resulting suspension was cooled at 25° C.
  2. filtrationthe diluted solution was filtered
  3. filtrationthe suspension was filtered again
  4. customThe resulting crystals were dried at 60° C. under reduced pressure

Sources & evidence

ORD record
ord-04cb630a865946ffaef9dd9ed9d64f2f
Source dataset
uspto-grants-2008_01
Patent number
US07321035B2

Reaction notes

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