HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 178506170, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-Chloro-2-(trifluoromethyl)benzaldehyde | HCID 17750758 | — |
| Reactant | 3-Amino-5-(3,5-dichloroanilino)-s-triazole | HCID 72714614 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178506170 | HCID 178506170 | 70% |
Reaction Conditions
| Temperature | -20 °C |
|---|
Reaction Steps
A solution of N3-(3,5-dichlorophenyl)-1H-1,2,4-triazole-3,5-diamine Intermediate 2 (70 mg, 287 μmol) and 5-chloro-2-(trifluoromethyl)benzaldehyde (85 mg, 408 μmol) in MeOH (3 ml) was stirred at 45° C. for two days to give a suspension, cooled to −20° C. and was filtered to collect the solid. The solid was re-suspended in MeOH (5 ml), NaBH4 (65.1 mg, 1.72 mmol) was added and the reaction was stirred for 1 hour. The solvent was removed, and the reaction mixture was redissolved in EtOAc (5 ml) and washed with water (2×4 ml), dried over MgSO4 and concentrated. Trituration with hexanes afforded a white solid as desired product (88 mg, 70% yield). MS +m/z: 436 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428469B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-4b3e8a32fd3843ca92eb820fa4091687 |
| Source note | uspto-grants-2016_08 |