Formic Acid → 3-(2-Thienyl)-2,5-piperazinedione

HRID 704313Notes

Reaction equation

HRID 704313 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([NH:11][C:12](=[O:22])[CH2:13][NH:14][C:15](OC(C)(C)C)=[O:16])C(OC)=O.C(O)=O>C1(C)C=CC=CC=1.C(O)CCC>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]1[NH:11][C:12](=[O:22])[CH2:13][NH:14][C:15]1=[O:16]

Participants

5

Reactant 2

HCID 284Formic AcidHCID 14774039HCID 14774039, compound

Product 1

HCID 147740403-(2-Thienyl)-2,5-piperazinedione

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 1140TolueneSolvent

Procedure

A mixture of 6.4 g of methyl 2-thienyl-N-(tert.-butoxycarbonylaminoacetyl)aminoacetate and 200 ml of formic acid is stirred at room temperature for 15 h. The volatile fractions are stripped off in vacuo, and the residue is heated to boiling in a mixture of 80 ml of toluene and 300 ml of butanol under reflux for 3 h. The solvents are then removed in a rotary evaporator, and the residue is recrystallized from methanol.

Workup

  1. temperaturethe residue is heated
  2. temperatureunder reflux for 3 h
  3. customThe solvents are then removed in a rotary evaporator
  4. customthe residue is recrystallized from methanol

Sources & evidence

ORD record
ord-6193f14686304ddeb58d632a033544b9
Source dataset
uspto-grants-1991_01
Patent number
US04987134

Reaction notes

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