Formaldehyde → HCID 13532751, compound

HRID 1906257Notes

Reaction equation

HRID 1906257 reaction equation
[O:1]=[C:2]1[NH:7][C:6](=[O:8])[CH2:5][N:4]([CH2:9][CH2:10][N:11]2[CH2:16][C:15](=[O:17])[NH:14][C:13](=[O:18])[CH2:12]2)[CH2:3]1.[CH2:19]=[O:20].CN([CH:24]=[O:25])C>>[OH:20][CH2:19][N:14]1[C:13](=[O:18])[CH2:12][N:11]([CH2:10][CH2:9][N:4]2[CH2:3][C:2](=[O:1])[N:7]([CH2:24][OH:25])[C:6](=[O:8])[CH2:5]2)[CH2:16][C:15]1=[O:17]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 6228DimethylformamideHCID 727601,2-Bis(3,5-dioxopiperazin-1-yl)ethane

Product 1

HCID 13532751HCID 13532751, compoundYield 64.7%

Conditions

Temperature
130 °C

Procedure

A mixture of 1,2-bis(3,5-dioxopiperazin-1-yl)ethane (2.0 g, 7.9m mol) and DMF (10 ml) was heated at 130° C. for 10 minutes. To the mixture, 37% aqueous formaldehyde solution (2 ml) was added gradually, and then the mixture was successively heated at 130° C. for 1.5 hours. The reaction mixture was allowed to stand in a refrigerator overnight. The resulting precipitates were collected, washed with ethyl acetate and dried under reduced pressure to give the tilted compound (1.6 g; yield 64.7%).

Workup

  1. temperaturethe mixture was successively heated at 130° C. for 1.5 hours
  2. customto stand in a refrigerator overnight
  3. customThe resulting precipitates
  4. customwere collected
  5. washwashed with ethyl acetate
  6. customdried under reduced pressure
  7. customto give the tilted compound (1.6 g; yield 64.7%)

Sources & evidence

ORD record
ord-f20ddf54924a454dada1f90e348d4941
Source dataset
uspto-grants-1987_03
Patent number
US04650799

Reaction notes

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