Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Urea, 3-(3-aminophenyl)-1,1-dimethyl- | HCID 181644 | — |
| Reactant | HCID 20255347 | HCID 20255347 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70478002 | HCID 70478002 | 22.7% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04557756 |
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| Source dataset | uspto-grants-1985_12 |
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| ORD ID | ord-40b04a4cb20e42ffa2ae4e2daecfad36 |
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| Source note | uspto-grants-1985_12 |
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