Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Benzenethiol, 2-amino-4-nitro-, monosodium salt | HCID 5488199 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 3756095 | HCID 3756095 | — |
Reaction Steps
PPA (210 g) is added to benzoic acid (12.96 g, 0.104 mol) and sodium 2-amino-4-nitrothiophenoxide (19.98 g, 0.104 mol) (V. L. Guarda, Heterocyclic Comm., 2000, 1.6, 49-54). The mixture is heated at 115-120° C. for 10 minutes, cooled, and water (200 ml) is added dropwise, followed by addition of 32 percent NaOH (pH=5). The product is filtered off and suspended in NaHCO3 ss, filtered off, washed with water and recrystallized from isopropyl ether. Yield: 17.0 g (64%); IR (KBr): 1515, 1341 cm−1; 1H-NMR (d6-DMSO) 8.77 (d, 1H); 8.39 (d, 1H); 8.25 (dd, 1H); 8.11 (dd, 1H); 7.61 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07674809B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-7cedf350f296406dba1184e5ee52b502 |
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| Source note | uspto-grants-2010_03 |
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