HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 2,2,3-Trichloropropanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2,2,3-Trichloropropanenitrile | HCID 13133 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | 2-Chloroacrylonitrile | HCID 70198 | — |
| Product | 2,2,3-Trichloropropanenitrile | HCID 13133 | — |
| Product | HCID 19825918 | HCID 19825918 | — |
Reaction Steps
Firstly 2,2,3-trichloropropionitrile is prepared by adding chlorine to α-chloroacrylonitrile, as descibed by H. Brintzinger et al in Angew. Chemie, 1948, 60,p.311 and then the 2,2,3-trichloropropionitrile undergoes acid hydrolysis with 60% H2SO4 at 125° C. and for 5 hours in order to obtain the corresponding acid, as described by H. Laato in Suomen Kemistilehti, 1968, 41B, p.266. The acid is then treated by SOCl2 in the presence of a catalytic quantity of DMF at 40° to 50° C.and for 1 hour, which gives 2,2,3-trichloropropanoyl chloride, which is distilled at 50° C. under 2700 Pa (20 mm of Hg),the yield being 66%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05030628 |
| Source dataset | uspto-grants-1991_07 |
| ORD ID | ord-e8550155bc914c07a6337288a079c78e |
| Source note | uspto-grants-1991_07 |