Acetonitrile → HCID 12742739, compound

HRID 1089408Notes

Reaction equation

HRID 1089408 reaction equation
C(#N)C.[Cl:4][C:5]1[N:10]([CH3:11])[C:9](=[O:12])[N:8]([CH3:13])[C:7](=[O:14])[CH:6]=1.[Cl:15]N1C(=O)CCC1=O>O>[Cl:15][C:6]1[C:7](=[O:14])[N:8]([CH3:13])[C:9](=[O:12])[N:10]([CH3:11])[C:5]=1[Cl:4]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 31398ChlorosuccinimideHCID 814426-Chloro-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 12742739HCID 12742739, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

To 70 ml of an acetonitrile solution containing 21 g of 6-chloro-1,3-dimethyluracil thus obtained was added 16 g of N-chlorosuccinimide under cooling with ice (at the solution temperature of 5° C.). The temperature was gradually raised to 35° C. After further stirring for 1 hour, 70 ml of water was added to the reaction solution, and the crystals thus deposited were collected by filtration, washed with a cold solvent mixture of 18 ml of acetonitrile and 18 ml of water and dried to obtain 18 g of 5,6-dichloro-1,3-dimethyluracil.

Workup

  1. customthus obtained
  2. temperatureThe temperature was gradually raised to 35° C
  3. filtrationthe crystals thus deposited were collected by filtration
  4. washwashed with a cold solvent mixture of 18 ml of acetonitrile and 18 ml of water
  5. customdried

Sources & evidence

ORD record
ord-482b2b24c7e346169ede67686269515e
Source dataset
uspto-grants-1990_10
Patent number
US04966835

Reaction notes

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