Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium thiocyanate | HCID 516871 | — |
| Reactant | HCID 15869735 | HCID 15869735 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 18005393 | HCID 18005393 | 91.2% |
Reaction Steps
Bromine (0.5 ml) was added over 10 minutes to a stirred solution of sodium thiocyanate (1.7 g) in anhydrous methanol at −65° C. A solution of 5-amino-1-(2-chloro-4-(trifluoromethyl)phenyl]-1-H-pyrazole-3-carbonitrile (1.5 g) in anhydrous methanol was added over 10-minutes and the stirred mixture allowed to warm to 20° C. over 16-hours. After pouring into water the precipitate was collected and dried to give 5-amino-1-[2-chloro-4-(trifluoromethyl)phenyl]-4-thiocyanato-1H-pyrazole-3-carbonitrile (1.64 g). HPLC (C-18 column, eluting with 3:1 CH3CN/H2O at 1.0 ml/min.) showed the compound as a peak of 86.6% area at 5.11 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06638956B2 |
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| Source dataset | uspto-grants-2003_10 |
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| ORD ID | ord-2a802a26d7f740a798e4b000e5c73079 |
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| Source note | uspto-grants-2003_10 |
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