1,4-Cyclohexanedicarboxylic acid, 2,5-dioxo-, 1,4-diethyl ester → HCID 13381767, compound

HRID 482968Notes

Reaction equation

HRID 482968 reaction equation
CC[O:3][C:4]([CH:6]1[C:12](=O)[CH2:11][CH:10]([C:14]([O:16]CC)=O)[C:8](=O)[CH2:7]1)=O.C(=O)(O)O.[NH2:23][NH:24][C:25]([NH2:27])=[NH:26].[NH2:28][NH:29][C:30]([NH2:32])=[NH:31]>C(O)CCC>[NH2:26][C:25]1[N:24]([NH2:23])[C:14](=[O:16])[C:10]2[CH2:11][C:12]3[N:31]=[C:30]([NH2:32])[N:29]([NH2:28])[C:4](=[O:3])[C:6]=3[CH2:7][C:8]=2[N:27]=1

Participants

4

Reactant 2

HCID 953101,4-Cyclohexanedicarboxylic acid, 2,5-dioxo-, 1,4-diethyl esterHCID 178513181HCID 178513181, compound

Product 1

HCID 13381767HCID 13381767, compoundYield 123.2%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 12.8 g of diethyl 1,4-cyclohexanedione-2,5-dicarboxylate and 13.6 g of aminoguanidine aminoguanidine bicarbonate in 100 ml of n-butanol was heated at reflux for 9 hours. Cooling produced 17 g of the desired intermediate, mdesired intermediate, mp>300° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 9 hours
  3. temperatureCooling

Sources & evidence

ORD record
ord-0092bcc6b8594dce90c2fd91e034fe90
Source dataset
uspto-grants-1986_03
Patent number
US04577018

Reaction notes

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