Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 14534466 | HCID 14534466 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178448889 | HCID 178448889 | — |
Reaction Steps
To a suitably equipped 3-necked flask, are added 15.6 g (0.05 m) of bis(2-hydroxypropyl)(imino diethylene)bis carbamate dissolved in 50 g of n-butanol. To this solution are added slowly 9.2 g (0.05 m) of cyanuric chloride dissolved in 75 g of ethylacetate. The reaction mixture is allowed to stir at 0-5° C. and progress of the reaction is monitored by tlc. After all the cyanuric chloride is reacted to the mono substituted product, 8.4 g of sodium bicarbonate and 3.65 g (0.05 m) of n-butylamine are added. The reaction temperature is raised to 35-45° C. and maintained there until most of the n-butylamine has reacted. At this point 4.7 g (0.05 m) aniline are added and the reaction temperature raised to 115° C. after distilling out ethyl acetate. After about 5-6 hours, sodium chloride is filtered off. After removal of n-butanol and reaction work up and above-described product is obtained in high yields. ##STR28## wherein R1 is --N(CH2CH2NHCO2CH(CH3)CH2OH)2 or --N(CH2CH2NHCO2CH2CH(CH3)OH)2 (XV)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05258514 |
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| Source dataset | uspto-grants-1993_11 |
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| ORD ID | ord-3b2ea17d6f1746a79e64b70526230a74 |
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| Source note | uspto-grants-1993_11 |
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