HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl isocyanate → HCID 15027399, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl isocyanate | HCID 15123 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 1-(4-Chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-1H-indole-3-methanamine | HCID 15027390 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 15027399 | HCID 15027399 | 44% |
Reaction Steps
According to the procedure of Example 62, 1-(4-chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-1H-indole-3-methanamine is reacted with 1.2 eq of allyl isocyanate in dioxane/water (1:1) in the presence of sodium acetate (2.5 eq). The crude product is purified by column chromatography (silica, 3:7 ethyl acetate:methylene chloride). Recrystallization from methylene chloride:hexane, and then from methanol:water gives pure 1-(4-chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-N-[(2-propenylamino) carbonyl]-1H-indole-3-methanamine (44%); mp 148°-149° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04981865 |
| Source dataset | uspto-grants-1991_01 |
| ORD ID | ord-eee5f121067f48fc9416f99ceea37ec2 |
| Source note | uspto-grants-1991_01 |