Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sulfur Dioxide | HCID 1119 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | ethyl 2-(dimethylcarbamoylamino)acetate | HCID 350289 | — |
| Product | HCID 13455781 | HCID 13455781 | — |
Reaction Steps
A reaction flask was charged with 100 cubic centimeters (cc) of chloroform, 45.4 grams (g) (0.26 mole) of N,N-dimethyl-N'-carboethoxymethylurea, and 9.0 g (0.3 mole) of paraformaldehyde. While the mixture was stirred continuously at room temperature, 35.4 g (21.4 cc, 0.3 mole) of thionyl chloride in a concentrated chloroform solution was added dropwise. A rise in temperature to 34° C. was observed. Hydrogen chloride and sulfur dioxide gases evolving from the reaction mixture were trapped in a caustic solution. The product was isolated by evaporation of the solvent, to provide 53.4 g, representing essentially full conversion. The structure as shown above was confirmed by proton resonance and mass spectrometry. The refractive index of the product was nD30 =1.4782.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04191552 |
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| Source dataset | uspto-grants-1980_03 |
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| ORD ID | ord-a1df2e29706644b5a5b2b6d270364e0e |
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| Source note | uspto-grants-1980_03 |
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