N-bromobutanimide → HCID 86616282, compound

HRID 1788032Notes

Reaction equation

HRID 1788032 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([CH2:11][CH2:12][CH2:13][NH2:14])[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[Br:15]N1C(=O)CCC1=O>C(#N)C>[Br:15][C:8]1[C:6]2[N:7]=[C:2]([Cl:1])[N:3]=[C:4]([CH2:11][CH2:12][CH2:13][NH2:14])[C:5]=2[S:10][CH:9]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 86616281(2-Chlorothieno[3,2-d]pyrimidin-4-yl)propylamine

Product 1

HCID 86616282HCID 86616282, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

8.34 g (36.63 mmol) of (2-chlorothieno[3,2-d]pyrimidin-4-yl)propylamine (IV) is dissolved in 60 mL of acetonitrile and 7.89 g (44.32 mmol) of N-bromosuccinimide is added. The reaction mixture is stirred for 16 hours at ambient temperature and for 6 hours at 50° C. Then it is concentrated by evaporation and the residue is combined with water. The precipitate formed is suction filtered, washed, and dried. 7.25 g of product V (61%) is obtained as a powder.

Workup

  1. concentrationThen it is concentrated by evaporation
  2. customThe precipitate formed
  3. filtrationfiltered
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-1945acaa97ce4d04ac324e577afc72a2
Source dataset
uspto-grants-2009_03
Patent number
US07511045B2

Reaction notes

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