Potassium Iodide → HCID 12340277, compound

HRID 1076904Notes

Reaction equation

HRID 1076904 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[Cl:6][CH2:7][C:8]([C:10]1[CH:23]=[CH:22][C:21]2[O:20][C:19]3[C:14](=[CH:15][C:16]([C:24](=[O:27])[CH2:25]Cl)=[CH:17][CH:18]=3)[CH2:13][C:12]=2[CH:11]=1)=[O:9].[I-].[K+]>O1CCCC1>[ClH:6].[ClH:6].[CH2:1]([N:3]([CH2:4][CH3:5])[CH2:7][C:8]([C:10]1[CH:23]=[CH:22][C:21]2[O:20][C:19]3[C:14](=[CH:15][C:16]([C:24](=[O:27])[CH2:25][N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])=[CH:17][CH:18]=3)[CH2:13][C:12]=2[CH:11]=1)=[O:9])[CH3:2]

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 8021DiethylamineHCID 12340276HCID 12340276, compound

Product 1

HCID 12340277HCID 12340277, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 200 ml. of diethylamine in 500 ml. of tetrahydrofuran were added 33.5 g (0.10 mole) of 2,7-bis(2-chloroacetyl)xanthene and 2 g of potassium iodide with warming. The reaction mixture was allowed to stand for 7 days then filtered and the filtrate was concentrated. The residual concentrate was dissolved in tetrahydrofuran, filtered, and the filtrate acidified with ethereal HCl to Congo Red. The resulting precipitate was filtered, recrystallized from diethyl ether, ethanol, and butanone and dried in vacuo to give the desired product. M.P. 164°-167°C. (dec.).

Workup

  1. temperaturewith warming
  2. filtrationthen filtered
  3. concentrationthe filtrate was concentrated
  4. concentrationThe residual concentrate
  5. dissolutionwas dissolved in tetrahydrofuran
  6. filtrationfiltered
  7. filtrationThe resulting precipitate was filtered
  8. customrecrystallized from diethyl ether, ethanol, and butanone
  9. customdried in vacuo

Sources & evidence

ORD record
ord-1b27de6924b1478d81502c5f984283ed
Source dataset
uspto-grants-1976_05
Patent number
US03957989

Reaction notes

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