Carbon Dioxide → HCID 178442911, compound

HRID 1709132Notes

Reaction equation

HRID 1709132 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].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

5

Reactant 3

HCID 280Carbon DioxideHCID 445639Oleic AcidHCID 178513185HCID 178513185, compound2×

Product 1

HCID 178442911HCID 178442911, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
120 °C

Procedure

In a large reaction vessel was placed oleic acid (3,382 g, 11.97 mols), aminoguanidine bicarbonate (1,500 g of 90%, 9.92 mols), 5-W process oil (1,000 g) and a silicon anti-foamant (1 g). The mixture was stirred vigorously under nitrogen and heated to a temperature of 120° C. The aminoguanidine bicarbonate was observed to dissolve as the temperature of the reaction mixture neared 120° C. As the reaction progressed, carbon dioxide was evolved. The volume of the reaction mixture was expanded by approximately 40% due to foaming related to this gas evolution. Water was also evolved in the reaction. The reaction mixture was heated at 120° C. until a total of 308 ml of water collected. The mixture was then cooled and additional process oil was added sufficient to dilute the product to 50% activity. The final product had the following analysis: % Nitrogen, 7.02; Activity, 50%; viscosity (100° C., cSt), 19.11; TBN (mg KOH/g), 67.9; Infra-red absorbance, mm-1 (1675 cm-1, 24.9% in methyl cyclohexane), 8.57.

Workup

  1. customIn a large reaction vessel was placed
  2. dissolutionto dissolve as the temperature of the reaction mixture neared 120° C
  3. customcollected
  4. temperatureThe mixture was then cooled
  5. additionadditional process oil was added sufficient
  6. additionto dilute the product to 50% activity
  7. customviscosity (100° C., cSt), 19.11

Sources & evidence

ORD record
ord-4c3989b3d4594e08979df104a44c7ac8
Source dataset
uspto-grants-1990_08
Patent number
US04948523

Reaction notes

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