HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → Methyl [6-methyl-2-[(2-thienylsulfonyl)aminocarbonylamino]pyrimidin-4-yloxy]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Thiophene-2-sulfonyl isocyanate | HCID 12875192 | — |
| Reactant | Methyl (2-amino-6-methylpyrimidin-4-yloxy)acetate | HCID 13469547 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl [6-methyl-2-[(2-thienylsulfonyl)aminocarbonylamino]pyrimidin-4-yloxy]acetate | HCID 13469548 | — |
Reaction Steps
To a dry stirred solution of 18 parts of methyl (2-amino-6-methylpyrimidin-4-yloxy)acetate in 300 parts of methylene chloride at ambient temperature was added 20 parts of 2-thiophenesulfonylisocyanate. The solution was allowed to stand for 3 hours and was then poured onto ice. The pH of the aqueous layer was adjusted to 11 with sodium hydroxide solution and the methylene chloride layer was separated therefrom. The aqueous layer was neutralized with aqueous hydrochloric acid and then extracted with methylene chloride. The extract was dried and stripped of solvent to yield 8 parts of methyl [6-methyl-2-[(2-thienylsulfonyl)aminocarbonylamino]pyrimidin-4-yloxy]acetate, m.p. 114°-120°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04501607 |
| Source dataset | uspto-grants-1985_02 |
| ORD ID | ord-c2c47e5583744eb2bf804e72f3d29828 |
| Source note | uspto-grants-1985_02 |