Phosphorus oxychloride → HCID 59300882, compound

HRID 2235480Notes

Reaction equation

HRID 2235480 reaction equation
[CH3:1][C:2]1([CH3:21])[C:10]2[CH:9]=[C:8]3[NH:11][C:12](=O)[NH:13][C:7]3=[CH:6][C:5]=2[N:4]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:3]1=[O:20].P(Cl)(Cl)([Cl:24])=O>>[Cl:24][C:12]1[NH:11][C:8]2=[CH:9][C:10]3[C:2]([CH3:21])([CH3:1])[C:3](=[O:20])[N:4]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:5]=3[CH:6]=[C:7]2[N:13]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 67426464HCID 67426464, compound

Product 1

HCID 59300882HCID 59300882, compound

Procedure

7,7-Dimethyl-5-pentyl-5,7-dihydro-1H,3H-imidazo[4,5-f]indole-2,6-dione (3.80 g) is suspended in phosphoryl chloride (39 ml) and heated under reflux for 5 h. After re-cooling to RT the dark reaction mixture is poured into ice-water (1 l) and heavily stirred. The aqueous phase is made alkaline and extracted with CH2Cl2. The combined organic layer is washed with brine, dried over MgSO4 and evaporated to give F1 (2.85 g) as a dark oil.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 5 h
  3. customthe dark reaction mixture
  4. extractionextracted with CH2Cl2
  5. washThe combined organic layer is washed with brine
  6. dry with materialdried over MgSO4
  7. customevaporated

Sources & evidence

ORD record
ord-cb41636770d542f58f94f480b4a306bd
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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