Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Glycolic Acid | HCID 757 | — |
| Reactant | 4-chloro-1-N-methylbenzene-1,2-diamine | HCID 640701 | — |
| Product | HCID 4066944 | HCID 4066944 | 45% |
Reaction Steps
4-chloro-N1-methylbenzene-1,2-diamine (15.0 g, 96 mmol) and glycolic acid (8.1 g, 106 mmol) were mixed together in a sealed tube. The mixture was heated at 150° C. for 5 hours before it was cooled down to room temperature. The residue was purified by flash column chromatography (0-5% MeOH in CH2Cl2) to give the product (8.5 g, 45% yield). 1H NMR (300 MHz, CDCl3) δ: 3.80 (s, 3H), 4.86 (s, 2H), 7.13-7.22 (m, 2H), 7.62-7.64 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07473790B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-8900456556e142108daa4a5653330f99 |
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| Source note | uspto-grants-2009_01 |
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