Carbosulfan synthesis
- Product Name:Carbosulfan
- CAS Number:55285-14-8
- Molecular formula:C20H32N2O3S
- Molecular Weight:380.54
1563-66-2
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55285-14-8
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Yield:55285-14-8 2.4%
Reaction Conditions:
with triethylamine in hexane;water
Steps:
10 EXAMPLE 10
Fresh hexane (100 ml) was added, and the sulfenyl chloride/hexane mixture was added to 68.4 g (0.3 mole) 2,3-dihydro-2,2-dimethyl-7-benzofuranyl methylcarbamate. Triethylamine (53.1 g, 0.525 mole) was added with stirring over a period of 30 minutes. The reaction temperature rose to 24° C. and was then heated to and maintained at 35° C. for 1.5 hours after addition of triethylamine was completed. The reaction mixture was then cooled to 10° C. then quenched over a period of 2 minutes with 132 ml of water. During water addition an exotherm occurred, resulting in a final temperature of 48° C. The resulting solution was stirred for an additional twenty minutes, vacuum filtered and the phases separated. Hplc analysis showed a purity of 4.5%, indicating a chemical yield of only 2.4% of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl(dibutylaminothio)methylcarbamate.
References:
FMC Corporation US4329293, 1982, A
1563-66-2
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6541-82-8
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55285-14-8
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67271-09-4
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55285-14-8
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111-92-2
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55285-14-8
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