Chloroform → HCID 13532760, compound

HRID 1906261Notes

Reaction equation

HRID 1906261 reaction equation
[OH:1][CH2:2][N:3]1[C:8](=[O:9])[CH2:7][N:6]([CH2:10][CH2:11][N:12]2[CH2:17][C:16](=[O:18])[N:15]([CH2:19][OH:20])[C:14](=[O:21])[CH2:13]2)[CH2:5][C:4]1=[O:22].[C:23](Cl)(=[O:33])[C:24]1[CH:32]=[CH:31][C:30]2[O:29][CH2:28][O:27][C:26]=2[CH:25]=1.C(Cl)(Cl)Cl>N1C=CC=CC=1>[CH2:28]1[O:29][C:30]2[CH:31]=[CH:32][C:24]([C:23]([O:20][CH2:19][N:15]3[C:14](=[O:21])[CH2:13][N:12]([CH2:11][CH2:10][N:6]4[CH2:7][C:8](=[O:9])[N:3]([CH2:2][O:1][C:23](=[O:33])[C:24]5[CH:32]=[CH:31][C:30]6[O:29][CH2:28][O:27][C:26]=6[CH:25]=5)[C:4](=[O:22])[CH2:5]4)[CH2:17][C:16]3=[O:18])=[O:33])=[CH:25][C:26]=2[O:27]1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 27347491,3-Benzodioxole-5-carbonyl chlorideHCID 13532751HCID 13532751, compound

Product 1

HCID 13532760HCID 13532760, compoundYield 67.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

To a mixture of 1,2-bis(4-hydroxymethyl-3,5-dioxopiperazin-1-yl)ethane (0.94 g, 3.0 m mol) and pyridine (10 ml), piperonyloyl chloride (1.00 g, 6.0 m mol) dissolved in pyridine (10 ml) was added, and then the mixture was stirred for 20 hours at room temperature. To the reaction mixture, chloroform (250 ml) was added and the solution was washed with 10% sulfuric acid solution and successively with water, further was washed with aqueous sodium bicarbonate solution and successively with water. Then, the solvent was removed under reduced pressure to give the titled compound (1.12 g; yield 61%).

Workup

  1. additionwas added
  2. washthe solution was washed with 10% sulfuric acid solution and successively with water
  3. washfurther was washed with aqueous sodium bicarbonate solution and successively with water
  4. customThen, the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-47ca1a87862849f09ea469321262dc84
Source dataset
uspto-grants-1987_03
Patent number
US04650799

Reaction notes

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