HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isothiocyanic acid, o-chlorobenzyl ester → HCID 178497000, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isothiocyanic acid, o-chlorobenzyl ester | HCID 29351 | — |
| Reactant | Methyl 4,5-diamino-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate | HCID 67503724 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178497000 | HCID 178497000 | 48.9% |
Reaction Steps
The title compound was prepared following the procedure described for Step-1 of Intermediate-3 using methyl 4,5-diamino-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate (Intermediate-1, 2.5 g, 10.59 mmol), 1-chloro-2-(isothiocyanatomethyl)benzene (2.5 g, 13.6 mmol), N,N-di-isopropyl carbodimide (0.5 mL) and acetonitrile (10.0 mL) to afford 2.00 g of the desired product. 1HNMR (DMSO-d6): δ 1.41 (s, 6H), 3.00 (s, 2H), 3.71 (s, 3H), 4.60 (d, J=5.3 Hz, 2H), 7.30-7.45 (m, 5H), 7.55 (t, J=6.6 Hz), 10.80 (s, 1H); MS [M+H]+: 386.05.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-9a54e1d4fb47436a9f89f9c0a345942e |
| Source note | uspto-grants-2013_08 |