Diethylamine → HCID 13079425, compound
Reaction equation
[C:1](Cl)(=[O:3])N.[CH2:5]([NH:12][C:13](=[N:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[S:14][CH2:15][CH3:16])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[CH2:25]([NH:27][CH2:28][CH3:29])[CH3:26]>C1C=CC=CC=1>[CH2:18]([N:17]([C:1](=[O:3])[N:27]([CH2:28][CH3:29])[CH2:25][CH3:26])[C:13](=[N:12][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[S:14][CH2:15][CH3:16])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 15 °C
Procedure
100 ml of dry benzene and 5.44 g of 1,3-diheptyl-2-ethyl isothiourea carbamyl chloride were placed in a 200 ml flask equipped with a thermometer and dropping funnel. A solution of 12 ml dry benzene and 2.19 g diethyl amine was added dropwise over 10-12 minutes. An exotherm raised the temperature from 21° to 30° C. The mixture was then heated to 45°-50° C. for 3 hours. The reaction mixture was then cooled to 15° C. and washed twice by 50 ml portions of cold water. The benzene phase was dried by MgSO4, filtered and the solvent removed under reduced pressure. 5.75 g of a liquid (96 weight percent of theory) having a nD30 of 1.4568 was recovered. The structure was confirmed as the title compound by mass spectra analyses. Compound No. 644 in Table I.
Workup
- customequipped with a thermometer
- temperatureAn exotherm raised the temperature from 21° to 30° C
- temperatureThe mixture was then heated to 45°-50° C. for 3 hours
- washwashed twice by 50 ml portions of cold water
- dry with materialThe benzene phase was dried by MgSO4
- filtrationfiltered
- customthe solvent removed under reduced pressure
- customwas recovered
Sources & evidence
- ORD record
- ord-70f09ecd689c4d85ae139899770090f9
- Source dataset
- uspto-grants-1985_05
- Patent number
- US04515813
Reaction notes
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