Triethylamine → HCID 70478002, compound
Reaction equation
[CH3:1][N:2]([CH3:13])[C:3](=[O:12])[CH2:4][C:5]([CH3:11])([CH3:10])[CH2:6][C:7]([OH:9])=O.C(N(CC)CC)C.CS(Cl)(=O)=O.[NH2:26][C:27]1[CH:28]=[C:29]([NH:33][C:34]([N:36]([CH3:38])[CH3:37])=[O:35])[CH:30]=[CH:31][CH:32]=1>O1CCCC1>[CH3:13][N:2]([CH3:1])[C:3](=[O:12])[CH2:4][C:5]([CH3:11])([CH3:10])[CH2:6][C:7]([NH:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([NH:33][C:34]([N:36]([CH3:38])[CH3:37])=[O:35])[CH:28]=1)=[O:9]Participants
Conditions
- Temperature
- -5 °C
Procedure
N,N-Dimethyl-3,3-dimethyl glutaramic acid (2.6 grams) and 1.5 gram triethyl amine were mixed in 150 ml tetrahydrofuran. The mixture was stirred magnetically and cooled to -5° C. Methane sulfonyl chloride (1.7 gram) was added dropwise and stirred at -5° C. for one hour. 1-(3-amino phenyl)-3,3-dimethyl urea (2.49 grams) was dissolved in 35 ml tetrahydrofuran. This solution was added dropwise and stirred for one hour at -5° C. The cooling bath was then removed. When the reaction mixture reached room temperature it was concentrated by rotary evaporation. Methylene chloride (175 ml) was added and the mixture washed once with 10 percent w/w NaOH, twice with water and dried over sodium sulfate. Rotary evaporation yields 1.1 grams of the title compound. This compound will be referred to as compound No. 3.
Workup
- stirringstirred at -5° C. for one hour
- additionThis solution was added dropwise
- stirringstirred for one hour at -5° C
- customThe cooling bath was then removed
- customreached room temperature
- concentrationwas concentrated by rotary evaporation
- additionMethylene chloride (175 ml) was added
- washthe mixture washed once with 10 percent w/w NaOH, twice with water
- dry with materialdried over sodium sulfate
- customRotary evaporation
Sources & evidence
- ORD record
- ord-40b04a4cb20e42ffa2ae4e2daecfad36
- Source dataset
- uspto-grants-1985_12
- Patent number
- US04557756
Reaction notes
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