Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Methyl Ethyl Ketone | HCID 6569 | — |
| Reactant | Sulfur Mustard | HCID 10461 | — |
| Reactant | 2-Amino-6-(trifluoromethyl)benzothiazole | HCID 2735955 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10566582 | HCID 10566582 | — |
Reaction Steps
2-Imino-3(2-ethylthioethyl)-6-trifluoromethylbenzothiazoline can be obtained in the following manner: A mixture of 6-trifluoromethyl-2-benzothiazolamine (32.3 g), 2-chloroethylsulphide (18 cc) and methylethylketone (20 cc) is heated under reflux for 16 hours. After cooling to 20° C., acetone (20 cc) is added and the solution obtained is poured into a mixture of ethyl acetate (200 cc) and petroleum ether (40°-60° C., 200 cc). The precipitate obtained is filtered off, taken up in water, and made alkaline with 28% ammonia. The base is then extracted with a mixture of ethylacetate (150 cc) and cyclohexane (150 cc) and purified on a column of silica (600 g), eluting with a mixture of ethylacetate and cyclohexane (50:50 by volume). 2-Imino-3-(2-ethylthioethyl)-6-trifluoromethylbenzothiazoline (33.2 g), m.p. 50° C., is thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05008280 |
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| Source dataset | uspto-grants-1991_04 |
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| ORD ID | ord-1bcf6bb866234f5d954469f733b4280c |
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| Source note | uspto-grants-1991_04 |
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