Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Ethylene Oxide | HCID 6354 | — |
| Reactant | 4-Amino-2-Nitrophenol | HCID 3417419 | — |
| Reactant | 4-[(2-Hydroxyethyl)amino]-2-nitrophenol | HCID 15347128 | — |
| Reactant | HCID 19607167 | HCID 19607167 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 15347129 | HCID 15347129 | — |
Reaction Steps
Preparation of 4-[bis(2-hydroxyethyl)-amino]-2-nitrophenol by ethoxylation (B5.c): 397 g (2 mol) 4-(2-hydroxyethylamino)-2-nitrophenol is added to a mixture of 1.6 liters of water and 1.1 liters of 1,2-dimethoxyethane. The system is closed with a bubble counter and heated with stirring to 60° C. Ethylene oxide is conducted into this solution so that no ethylene oxide escapes through the bubble counter. After 5 hours the temperature is increased to 85° C., 9.2 g activated charcoal and 4.6 g Celite are added, and stirring is continued for 15 minutes. Then the mixture is filtered with suction. The residue is washed with 100 ml of 1,2-dimethoxyethane/water (1:1 v/v). 500 ml of 1,2-dimethoxyethane is distilled off the solution. The product which precipitates is filtered off with suction and dried. (This product is obtained starting from 4-amino-2-nitrophenol according to this procedure.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05990355 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-bce5c6c126e74819acda4df03bd1d344 |
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| Source note | uspto-grants-1999_11 |
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