HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-3,3-Dimethyl-2-aminobutane → (R)-3-[3,5-bis(trifluoromethyl)phenylamino]-2-(4-chlorophenylsulfonyl)-3-(1,2,2-trimethylpropylamino)-2-propenenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-3,3-Dimethyl-2-aminobutane | HCID 5324845 | — |
| Reactant | 3-(3,5-Bis(trifluoromethyl)phenylamino)-2-(4-chlorophenylsulfonyl)-3-methylsulfanyl-2-propenenitrile | HCID 86583731 | — |
| Product | (R)-3-[3,5-bis(trifluoromethyl)phenylamino]-2-(4-chlorophenylsulfonyl)-3-(1,2,2-trimethylpropylamino)-2-propenenitrile | HCID 86583737 | 39% |
Reaction Steps
3-(3,5-Bis(trifluoromethyl)phenylamino)-2-(4-chloro-phenylsulfonyl)-3-methylsulfanyl-2-propenenitrile (0.300 g, 0.6 mmol) was stirred in (R)-1,2,2-trimethylpropylamine (1 ml) for 17 h at 75° C. under nitrogen. Work-up as described in Example 17, 2) gave 131 mg (39%) of the title compound. Mp 164-165° C. 1H NMR (200 MHz, CDCl3): δ=0.9 (s, 9H), 1.0 (d, 3H), 3.0 (m, 1H), 7.37 (s, 2H), 7.50 (d, 2H), 7.68 (s, 1H), 7.80 (d, 2H); Analysis: calc. for C23H22ClF6N3O2S: C, 49.87%; H, 4.00%; N, 7.59%. Found: C, 49.95%; H, 4.15%; N, 7.48%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06365609B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-a4718064d52f486cb3495653b58c411a |
| Source note | uspto-grants-2002_04 |