Carbon Dioxide → HCID 178442911, compound

HRID 609510Notes

Reaction equation

HRID 609510 reaction equation
[C:1]([OH:20])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C(=O)(O)O.[NH2:25][NH:26][C:27]([NH2:29])=[NH:28].C1(C)C=CC=CC=1.C(=O)=O>O>[C:1]([NH2:25])(=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[NH2:25][NH:26][C:27]([NH2:29])=[NH:28]

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 1140TolueneHCID 445639Oleic AcidHCID 178513185HCID 178513185, compound

Product 1

HCID 178442911HCID 178442911, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

A 5 liter, 3-neck flask was charged with 847.5 grams (3 moles) oleic acid, 3 moles of aminoguanidine bicarbonate, 300 mls of toluene and 15 drops of a silicone anti-foam agent. The reaction mixture was heated to reflux under a nitrogen blanket. Vigorous foaming was noted as carbon dioxide gas evolved. When the foaming subsided, water evolution began. A total of about 57 ml of water was collected from the reaction by means of a Dean-Stark trap. The temperature of the reaction mixture was raised to about 140° C. to facilitate the removal of toluene. The reaction product, believed to be primarily aminoguanidine oleamide, was filtered and placed under nitrogen for storage.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux under a nitrogen blanket
  3. customA total of about 57 ml of water was collected from the reaction by means of a Dean-Stark trap
  4. customthe removal of toluene
  5. filtrationwas filtered

Sources & evidence

ORD record
ord-9fa9f3f0e71f49ca9da5024a201497ac
Source dataset
uspto-grants-1999_12
Patent number
US05997593

Reaction notes

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