Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 67103145 | HCID 67103145 | — |
| Reactant | HCID 67103409 | HCID 67103409 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57681687 | HCID 57681687 | — |
Reaction Steps
Acetic acid (30%, 200 cm3) from a 2-necked flask was added, dropwise, while stirring, to a solution consisting of approximately 5 g of sodium borohydride and 200 mg of sodium hydroxide dissolved in 200 cm3 of water. Hydrogen gas was passed through a 3-necked flask in which the mixture of 7-amino-2-chloro-1-pentylphenoxazin-3-one and 7-amino-1-pentylphenoxazin-3-one (0.564 g) was dissolved in anhydrous dimethylformamide (15 cm3 by heating and then cooling) and the solution was diluted with anhydrous tetrahydrofuran (THF) (15 cm3). A Pd/C catalyst (5%, 200 mg) was added to the solution. The solution was sparged gently with hydrogen gas and this was continued for a long time after the apparent reduction (approximately 1 h). The reduction was demonstrated by the solution turning from a purple color to a grayish-green color. A solution of resorufamine was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07932050B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-901c5ef6aa414abc86eedb8002e25509 |
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| Source note | uspto-grants-2011_04 |
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