Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Pentanol | HCID 6276 | — |
| Reactant | 4-Methylbenzenethiol | HCID 7811 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Amino-9,10-dihydro-4-nitro-9,10-dioxo-2-anthracenecarbonyl chloride | HCID 14438612 | — |
| Reactant | HCID 23316281 | HCID 23316281 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 23316292 | HCID 23316292 | 72.4% |
Reaction Steps
7.7 g of pentyl 1-amino-4-nitroanthraquinone-2-carboxylate, prepared from 1-amino-4-nitroanthraquinone-2-carboxylic acid chloride and n-pentanol, 2.7 g of anhydrous potassium carbonate and 2.7 g of 4-methylthiophenol are introduced into 50 cc of N-methylpyrrolidone, and the mixture is heated to 125°-130° C. in the course of 1 hour and is stirred at this temperature until, after about 1.5 hours, complete reaction has been achieved. The reaction mixture is allowed to cool and is diluted at 40° C. with 20 cc of water. When the mixture has cooled completely, the dyestuff which has been precipitated is filtered off with suction and washed with a mixture of N-methylpyrrolidone and water and then with hot water. After drying at 60° C., 6.7 g of n-pentyl 1-amino-4-(4-methylphenylmercapto)-anthraquinone-2-carboxylate are obtained, corresponding to a yield of 72% of theory. The dyestuff can be purified by recrystallisation from dimethylformamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04596666 |
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| Source dataset | uspto-grants-1986_06 |
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| ORD ID | ord-f8fd27e4a6db450da0152ad4b73115d1 |
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| Source note | uspto-grants-1986_06 |
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