Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 4-Amino-5-(ethylsulphonyl)-o-anisic acid | HCID 3018232 | — |
| Reactant | 1-(Cyclohexylmethyl)pyrrolidin-3-amine | HCID 21890640 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 86741592 | HCID 86741592 | — |
Reaction Steps
7.8 g of 2-methoxy-4-amino-5-ethylsulphonyl benzoic acid, 70 ml of acetone, 10 ml of water and 3 g of triethylamine are placed in a 250 ml flask fitted with an agitator, a thermometer and a dropping funnel. The mixture is cooled to 0° C. and 4.1 g of isobutyl chloroformate is poured in drop by drop. It is agitated for 45 minutes at 0° C. and 6 g of 1-cyclohexylmethyl-3-amino-pyrrolidine is dripped in. The reaction is continued for 2 hours at room temperature, 80 ml of water and 5 ml of soda lye are added, then the acetone is evaporated under vacuum. An oil is decanted; it is washed twice with 100 ml of water than dissolved hot in 50 ml ethyl acetate. It is chilled in a refrigerator. The crystals are filtered off, washed with a little ethyl acetate then dried in an oven at 50° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04673686 |
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| Source dataset | uspto-grants-1987_06 |
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| ORD ID | ord-af554a65b7584f12b9b65bc91abfaa7a |
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| Source note | uspto-grants-1987_06 |
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