1,2-Diaminocyclohexane → HCID 19864752, compound

HRID 1856315Notes

Reaction equation

HRID 1856315 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[NH2:8].[CH:9]([CH:11]=O)=O>O>[CH2:4]1[CH:3]2[CH:2]([NH:1][CH:3]3[NH:8][CH:9]4[CH:11]([CH2:4][CH2:5][CH2:6][CH2:7]4)[NH:1][CH:2]3[NH:8]2)[CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 46101,2-DiaminocyclohexaneHCID 7860Glyoxal

Product 1

HCID 19864752HCID 19864752, compoundYield 8.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To an ice-cold solution of 11.4 grams (0.1 mole) of 1,2-diaminocyclohexane and 5 ml of water was added dropwise 8.3 grams of 40% aqueous glyoxal (2.9 grams, 0.05 mole). Within 5-10 minutes a precipitate formed, which was allowed to stand at room temperature for one hour, then heated at 65°-70° C. for 1.5 hours. The solid was recrystallized from acetonitrile to give 1.05 grams of tan crystals, m.p. 148°-155° C.

Workup

  1. customWithin 5-10 minutes a precipitate formed
  2. temperatureheated at 65°-70° C. for 1.5 hours
  3. customThe solid was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-e5ebdc52655643009fda6e668623c4b2
Source dataset
uspto-grants-1980_08
Patent number
US04218559

Reaction notes

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