Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4,6-Diethyl-2-methyl-1,3-benzenediamine | HCID 74979 | — |
| Catalyst | Platinum | HCID 23939 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 87148504 | HCID 87148504 | 88.8% |
Reaction Steps
Diethyl(methyl)-1,3-benzenediamine, as a mixture of its 2,4-diethyl-6-methyl- and 4,6-diethyl-2-methyl-isomers (5 g; Ethacure® 100, Albemarle Corporation), Pt(S)/C (0.5 g), water (1 g) and methyl ethyl ketone (50 g) were charged into a 100 mL metal autoclave at 22° C. The autoclave was purged 3 times with 125 psig (9.63×105 Pa) of H2 at 22° C. The reaction mixture was then heated at 130° C. under 125 psig (9.63×105 Pa) of H2. After 30-45 minutes, H2 uptake was observed. The reaction mixture was stirred at 130° C. for 8 hours (until no further H2 uptake was observed). The product mixture was cooled to 22° C. and degassed. A diluted product sample was analyzed by GC (100° C. for 5 minutes at 10° C. per minute rate; final temperature, 270° C.). The GC data (normalization method) showed 100% conversion of diethyl(methyl)-1,3-benzenediamine, and an 88.8% yield of N,N′-di-sec-butyl-[diethyl(methyl)-1,3-benzenediamine].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07767858B2 |
|---|
| Source dataset | uspto-grants-2010_08 |
|---|
| ORD ID | ord-3f1b7548a9904b53868cad708006d8ef |
|---|
| Source note | uspto-grants-2010_08 |
|---|