Malonic Acid → HCID 14848100, compound

HRID 648435Notes

Reaction equation

[CH2:1]([NH:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:7])[CH2:2][CH2:3][CH3:4].[C:15](O)(=[O:20])[CH2:16][C:17](O)=[O:18].C(OC(=O)C)(=O)C>C(O)(=O)C>[CH2:1]([N:5]1[C:15](=[O:20])[CH2:16][C:17](=[O:18])[N:8]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[C:6]1=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

Conditions

Temperature: 60 °C

Procedure

A solution was prepared by adding 15.87 gm (0.080 mole) of 1-(1-butyl)-3-cyclohexylurea and 8.33 gm (0.080 mole) of malonic acid to 35 mL of reagent grade acetic acid in a 250 mL 3-neck, round bottom flask equipped with a thermometer, pressure equalizing dropping funnel capped by a drying tube, nitrogen inlet and magnetic stirrer. The stirred mixture was gradually heated to 60° C. in a silicone oil bath. All of the solid dissolved before the temperature reached 60° C. A total of 32 mL of acetic anhydride was added to the dropping funnel and slowly (over a period of about 45 min.) dropped into the stirred reaction flask. The temperature was gradually increased to approximately 90° C. for 7 hours, then allowed to cool to room temperature and stand overnight.

Workup

customA solution was prepared
customequipped with a thermometer, pressure
customcapped by a drying tube, nitrogen inlet and magnetic stirrer
dissolutionAll of the solid dissolved before the temperature
customreached 60° C
additionslowly (over a period of about 45 min.) dropped into the stirred reaction flask
temperatureThe temperature was gradually increased to approximately 90° C. for 7 hours
temperatureto cool to room temperature

Sources & evidence

ORD record: ord-32410b2041b847ab965e2ebe118b589c
Source dataset: uspto-grants-1988_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04735885

Reaction notes

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