HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 69204693, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl chloroacetate | HCID 7295 | — |
| Reactant | 2-Chlorobenzonitrile | HCID 13391 | — |
| Reactant | 3,4-(Methylenedioxy)phenylacetonitrile | HCID 78178 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 69204693 | HCID 69204693 | 79% |
Reaction Steps
A mixture of 2-chlorobenzonitrile (12.3 g) and benzo[1,3]dioxol-5-yl-acetonitrile (10 g) in dimethylformamide (25 mL) was added with stirring and cooling in an ice bath to potassium tert-butoxide (20.1 g) dissolved in dimethylformamide (50 mL) at such a rate that the temperature did not exceed 25° C. After stirring for 0.5 h, methyl chloroacetate (11.1 g) was added in 10 min. After being stirred for 24 h at rt, the mixture was poured into a mixture of 0.1 M HCl (200 mL), heptane (30 mL) and toluene (15 mL). Stirring for 1 h, filtration and washing with water (2×50 mL), toluene (2×10 mL) and heptane (2×25 mL) afforded 79% of 3-Amino-1-benzo[1,3]dioxol-5-yl-1-cyano-1H-indene-2-carboxylic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351734B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-e7bc07fcab3e4cc9a03e900dacfd1f8d |
| Source note | uspto-grants-2008_04 |