Chlorosuccinimide → HCID 21753098, compound

HRID 1378404Notes

Reaction equation

HRID 1378404 reaction equation
[CH3:1][CH:2]([NH:11][C:12]1[CH:17]=[C:16]([O:18][CH3:19])[N:15]=[CH:14][N:13]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[Cl:20]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Cl:20][C:17]1[C:12]([NH:11][CH:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[CH3:1])=[N:13][CH:14]=[N:15][C:16]=1[O:18][CH3:19]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 21753096HCID 21753096, compound

Product 1

HCID 21753098HCID 21753098, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4.0 g (0.015 mol) of 4-(2-decylamino)-6-methoxypyrimidine were refluxed for 1 hour together with 2.2 g (0.016 mol) of N-chlorosuccinimide in 25 ml of chloroform. After cooling, the mixture was extracted by stirring with 2N sodium hydroxide solution, and the organic phase was dried and concentrated. 3.8 g (84.3% of theory) of 5-chloro-4-(2-decylamino)-6-methoxypyrimidine were obtained in the form of a yellow oil.

Workup

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted
  3. customthe organic phase was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ebe5b42c2d8e4859891c5e274f54989f
Source dataset
uspto-grants-1997_09
Patent number
US05668140

Reaction notes

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