Pyridine → ZSB11

HRID 1906258Notes

Reaction equation

HRID 1906258 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].N1C=CC=CC=1.[C:29](OC(=O)C)(=[O:31])[CH3:30].[C:36](OCC)(=[O:38])[CH3:37]>>[C:29]([O:20][CH2:19][N:15]1[C:14](=[O:21])[CH2:13][N:12]([CH2:11][CH2:10][N:6]2[CH2:7][C:8](=[O:9])[N:3]([CH2:2][O:1][C:36](=[O:38])[CH3:37])[C:4](=[O:22])[CH2:5]2)[CH2:17][C:16]1=[O:18])(=[O:31])[CH3:30]

Participants

5

Reactant 4

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 8857Ethyl AcetateHCID 13532751HCID 13532751, compound

Product 1

HCID 3062668ZSB11Yield 70.5%

Procedure

A mixture of 1,2-bis(4-hydroxymethyl-3,5-dioxopiperazin-1-yl)ethane (1.50 g, 4.8 m mol), pyridine (10 ml) and acetic anhydride (5 ml, 52.9 m mol) was stirred for 12 hours at room temperature. The reaction mixture was diluted with ethyl acetate (20 ml) and the resulting crystals were collected and washed with ethyl acetate and successively with ether and was dried under reduced pressure to give the titled compound (1.34 g; yield 70.5%).

Workup

  1. customthe resulting crystals were collected
  2. washwashed with ethyl acetate and successively with ether
  3. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-7d3b2737fbe24575ac718aa6fe93a6f8
Source dataset
uspto-grants-1987_03
Patent number
US04650799

Reaction notes

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